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3(2H)-pyridazinone compounds derivatives and compositions for controlling and/or preventing insect pests intermediates for such compounds, and a process for their manufacture

Granted 31 Jul 1990 · no office action yet

Application
217664
filed 12 Jul 1988
Publication
Not published
not published
Patent· this page
US 4,945,091
granted 31 Jul 1990

Life of the patent

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Abstract

A novel 3(2H)-pyridazinone derivative of the formula [I]: ##STR1## wherein, R represents an alkenyl group having 2 to 16 carbon atoms, an alkynyl group having 2 to 16 carbon atoms, an alkyl group having 3 to 8 carbon atoms substituted by an alkoxy group having 1 to 6 carbon atoms or G-Ra-; A represents hydrogen atom, halogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an alkylthio group having 1 to 4 carbon atoms, an alkylsulfinyl group having 1 to 4 carbon atoms or an alkylsulfonyl group having 1 to 4 carbon atoms; R.sup.1 represents hydrogen atom, halogen atom, an alkoxy group having 1 to 4 carbon atoms or hydroxyl group; X represents oxygen or sulfur atom; J represents ##STR2## as well as insecticidal, acaricidal and nematicidal compositions and compositions for expelling ticks parasitic on animals, said compositions containing as an active ingredient at least one of the above derivatives.

Description

36 parts
›BACKGROUND OF THE INVENTION

The present invention relates to novel 3(2H)-pyridazinone derivatives and insecticidal, acaricidal and nematicidal compositions and compositions for expelling ticks parasitic on animals containing as an active ingredient said derivatives.

The present invention concerns EP-A-0088384 which corresponds to U.S. Pat. No. 4,571,397, EP-A-0134439 which corresponds to U.S. Pat. No. 4,877,787, EP-A-0183212 which corresponds to U.S. Pat. No. 4,874,861, EP-A-0199281 which corresponds to U.S. Pat. No. 4,837,217, EP-A-0210647, EP-A-0193853 which corresponds to U.S. Pat. No. 4,783,462 and EP-A-0232825. The known compounds contained in these patent publications are represented by the following general formula [II]: ##STR3##

The characteristics of the compounds of these publications are, e.g., in the above formula [II]:

in case of EP-A-0088384, EP-A-0134439, EP-A-0183212, EP-A-0199281 and EP-A-0232825, Y' represents oxygen atom or sulfur atom, but R' represents an alkyl group;

in case of EP-A-0210647, R' represents an aryl group; and

in case of EP-A-0193853, Y' represents nitrogen or oxygen atom, but R' represents hydrogen atom or an alkyl group.

However, the compounds of the present invention are novel compounds which are not covered by these European patent publications.

On the other hand, DT-OS-3328770 discloses the compounds of the following formula: ##STR4##

In the DT-OS-3328770, the above-described compound A is disclosed merely as an intermediate and the objective compounds derived from said compound A are described to have fungicidal activity for agriculture. However, said compound A is different from the present invention in chemical structure and use in comparison with the compound [I] of the present invention given below.

›SUMMARY OF THE INVENTION

An object of the present invention is to provide novel 3(2H)-pyridazinone derivatives which have insecticidal, acaricidal and nematicidal activities.

Another object of the present invention is to provide a process for preparing such 3(2H)-pyridazinone derivatives.

Still another object of the present invention is to provide insecticidal, acaricidal and nematicidal compositions and compositions for expelling ticks parasitic on animals, said compositions containing at least one of such 3(2H)-pyridazinone derivatives as an active ingredient.

Still another object of the present invention is to provide a method for controlling and/or preventing insect pests by using the above-mentioned derivatives or compositions.

Other objects of the present invention will become apparent from the description given below.

›DETAILED DESCRIPTION OF THE INVENTION · 1 of 34

The present invention relates to novel 3(2H)-pyridazinone derivatives of the formula [I]: ##STR5## wherein,

R represents an alkenyl group having 2 to 16 carbon atoms, an alkynyl group having 2 to 16 carbon atoms, an alkyl group having 3 to 8 carbon atoms substituted by an alkoxy group having 1 to 6 carbon atoms or G-Ra- in which G represents hydrogen atom, RbO-, RbS-, ##STR6##

RbSO 2 -, ##STR7## RbCO 2 -, ##STR8##

RbNHCO 2 -, RbNH-, (Rb) 2 N- or a cyano group in which Rb represents an alkyl group having 1 to 4 carbon atoms, and Ra represents a halogenated alkylene group having 3 to 16 carbon atoms, a halogenated alkenylene group having 2 to 16 carbon atoms, a halogenated alkynylene group having 2 to 16 carbon atoms, a halogenated cycloalkylene group having 3 to 8 carbon atoms, a halogenated cycloalkylene having 5 to 8 carbon atoms, a halogenated oxacycloalkylene group having 5 to 8 carbon atoms, a halogenated thiacycloalkylene group having 5 to 8 carbon atoms, an alkylene group having 1 to 4 carbon atoms substituted by a cycloalkyl group having 3 to 8 carbon atoms and halogen atom, an alkylene group having 1 to 4 carbon atoms substituted by an oxirane group and halogen atom, an alkylene group having 1 to 4 carbon atoms substituted by a phenyl group which may be substituted and halogen atom or an alkylene group having 1 to 4 carbon atoms substituted by heterocyclic group which may be substituted and halogen atom;

A represents hydrogen atom, halogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an alkylthio group having 1 to 4 carbon atoms, an alkylsulfinyl group having 1 to 4 carbon atoms or an alkylsulfonyl group having 1 to 4 carbon atoms;

R 1 represents hydrogen atom, halogen atom, an alkoxy group having 1 to 4 carbon atoms or hydroxyl group;

X represents oxygen or sulfur atom;

J represents ##STR9## in which R 2 , Rc, Rd, Re and Rf independently represent hydrogen atom or an alkyl group having 1 to 4 carbon atoms, X 1 represents ##STR10## (Rg represents an alkyl group having 1 to 4 carbon atoms) and Hal represents halogen atom, Q represents a substituted phenyl group, a naphthyl group which may be substituted or a heterocyclic group which may be substituted, and Q 1 represents a phenyl group which may be substituted, a naphthyl group which may be substituted or a heterocyclic group which may be substituted; a process for producing said derivatives and insecticidal, acaricidal or nematicidal compositions and compositions for expelling ticks parasitic on animals containing as an active ingredient at least one of said derivatives.

After the intensive researches, the present inventors have found that the compounds represented by the general formula [I] have excellent insecticidal, acaricidal and nematicidal activities.

For example, the known compounds of the formula [II] have strong insecticidal, acaricidal, nematicidal and fungicidal activities and have wide insecticidal spectrum and are excellent in prompt-effectiveness. On the other hand, the compounds of the present invention are slow in effectiveness because they have action to inhibit metamorphosis of insect pests. Moreover, the compounds of the present invention are effective, with very low drug-concentration, on various kinds of insect pests; e.g., agricultural insect pests such as green rice leafhopper (Nephotettix cincticeps), brown rice planthopper (Nilaparvata lugens), green peach aphid (Myzus persicae), diamondback moth (Plutella xylostella); sanitary insect pests such as house mosquito (Culex pipiens palens), house fly (Musca domestica), German cockroach (Blattella germanica), ant (Formicidae); stored product insect pests such as maize weevil (Sitophilus oryzae), red flour beetle (Tribolium castaneum), almond moth (Cadra cautella); house insect pests such as termites and veterinary insect pests such as ticks, mites, acarids, lice and the like. In other words, the compounds of the present invention can effectively control and prevent Dictyoptera, Isoptera, Hemiptera, Lepidoptera, Coleoptera, Hymenoptera, Diptera, ticks and lice.

The above-mentioned effects are described in detail in the biological examples later described.

In the substituent "J" in the above-mentioned formula [I], when Q represents an aryl group, J represents a substituted phenyl group or a substituted or unsubstituted napthyl group, and when Q 1 represents an aryl group, J represents a phenyl group which may be substituted or naphthyl group which may be substituted.

As the kinds of substituents are exemplified halogen atom, an alkyl group, an alkenyl group, an alkynyl group, a cycloalkyl group, an alkyloxy group, an alkenyloxy group, an alkynyloxy group, a methylenedioxy group, a halogenomethylenedioxy group, an alkylthio group, an alkenylthio group, an alkylsulfinyl group, an alkysulfonyl group, a cycloalkyloxy group, a haloalkyl group, a haloalkyloxy group, a haloalkylthio group, an alkylamino group, an alkylcarbonylamino group, nitro group, cyano group, hydroxyl group, an alkylcarbonyl group, an alkoxycarbonyl group, carboxyl group, aryl group, an aryloxy group, an arylthio group, an arylamino group, an arylcarbonyl group, an arylmethyleneoxy group, an aryloxymethyl group, an arylmethylenecarbonyl group, substituted or unsubstituted pyridyloxy group, hydroxyalkyl group, an alkylcarbonyloxy alkyl group, an alkoxyalkyl group, an alkylthioalkyl group, an alkylcarbonylalkyl group, an alkoxycarbonylalkyl group, cyanoalkyl group, haloalkylcarbonyl group.

In the substituent "J" of the general formula (I), when Q or Q 1 is hetero ring group, the following are raised as hetero ring; e.g., thiophene, furan, pyrrole, imidazole, thiazole, oxazole, pyrazole, pyridine, pyridazine, pyrimidine, pyrazine, benzoxazole, benzothiazole, benzothiophene, dibenzothiophene, benzofuran, benzimidazole, indole, indazole, quinoline, isoquinoline, quinoxaline. In case that the hetero ring groups have substituents, the following is raised as the kinds of their substituent: e.g., halogen atom, an alkyl group, an alkoxy group, an alkylthio group, an alkylsulfonyl group, haloalkyl group, haloalkoxy group, nitro group, cyano group, an alkylcarbonyl group, phenyl group, substituted aryl group.

›DETAILED DESCRIPTION OF THE INVENTION · 2 of 34

The compounds of the present invention may be produced by many producing methods. These methods are, for example, as follows: ##STR11##

In the above schemes (1), (2) and (3), R, A, R 1 , X, X 1 , Rc, Rd, Re, Rf, Q 1 and J each have the same meanings as defined above and Z 1 represents halogen atom or azole group; Z 2 represents halogen atom, alkylsulfonate group and arylsulfonate group; Z 3 represents halogen atom, R 3 represents compounds having double bond and R 4 represents substituents having reactive functional group.

In the reaction shown in the schemes (1), (2) and (3), as the solvent may be used lower alcohols such as methanol and ethanol; ketones such as acetone and methylethylketone; hydrocarbons such as benzene and toluene; ethers such as isopropyl ether, tetrahydrofuran and 1,4-dioxane; amides such as N,N-dimethylformamides and hexamethyl phosphoric triamide; halogenated hydrocarbons such as dichloromethane and dichloroethane. If necessary, these solvents may be used as a mixture or mixture with water.

As the base may be used inorganic bases such as sodium hydride, sodium hydroxide, potassium hydroxide, sodium carbonate, potassium carbonate, sodium hydrogencarbonate and organic bases such as sodium methoxide, sodium ethoxide, triethylamine, pyridine, etc. If necessary, a tetraammonium salt such as triethylbenzylammonium chloride or the like can be added to reaction system as a catalyst. The reaction temperature ranges from -20° C. to the boiling point of the solvent used in the reaction system, and is preferably in the range of -5° C. to the boiling point of the solvent used therein. Molar ratio of the starting materials can be optionally selected for reaction. However, it is advantageous to use the materials in an equimolar ratio or near such ratio.

More specifically, in the Process 1-a of the scheme (1), the compound of the present invention of the formula [I] can be produced by reacting Z 1 of the compound of the formula [III] with alcohols or thiols of the formula [IV] in a suitable solvent in the presence of the base. Z 1 is preferable to be halogen atom, especially, chlorine or bromine atom, and azoles, especially, 1-imidazole. As the solvent, it is preferble to use N,N-dimethylformamide, methanol, ethanol, toluene and a mixture solvent of toluene-water. As the base, it is preferable to use inorganic base, especially, sodium carbonate, potassium carbonate, sodium hydroxide and potassium hydroxide. The reaction temperature is preferably in the range of from 20° C. to 50° C.

In this reaction, there may be a case that compounds are by-produced in which alcohols or thiols of the formula [IV] is substituted at the 4-position of pyridazinone ring. In that case, the by-products are required to be removed to purify the objective compounds of the present invention; thus the necessary separation and purification procedure being conducted by using conventional purification method such as re-crystallization, column chromatography and the like.

In the Process 1-b, the present compounds can be produced by reacting pyridazinone derivatives of the formula [V] with alkyl halides or alkylsulfonates of the formula [VI] in a suitable solvent in the presence of the base. Z 2 is preferable to be chlorine or bromine atom. As the solvent, it is preferable to use N,N-dimethylformamide, methanol, ethanol, acetonitrile, toluene and a mixture solvent of toluene-water. As the base, it is preferable to use inorganic base, especially, sodium carbonate, potassium carbonate, sodium hydroxide and potassium hydroxide. The reaction temperature is preferably in the range of from 20° C. to 120° C., with proviso that when XH of the pyridazinone derivatives of the formula [V] is OH, it is preferable in the range from 20° C. to 120° C. and that when XH is SH, it is preferable to be in the range from 20° C. to 50° C.

In the Process 2-a of the scheme (2), the present compounds can be produced by alkylating the 2-position of pyridazinone derivatives of the formula [VII] with R-Z 2 of the formula [VIII]. In the above procedure, the present compounds may be readily produced by adding inorganic or organic bases to the reaction system to raise the reactivity of the pyridazinone derivatives of the formula [VII].

In the Process 2-b of the scheme (2), the present compound of the formula [I] can be produced by adding N-halogenopyridazinones of the formula [IX] to olefin of the formula [X]. ##STR12##

The Process 2-b is an appropriate process for producing the present compounds of the formula [I] by referring the related technology disclosed in G.B.P. 999,448.

Z 1 is preferable to be halogen atom, especially, chlorine, bromine or iodine atom. In this process, the present compounds of the formula [I] can be produced by reacting pyridazinone derivatives of the formula [IX] with equimolar or excess amount of (ten-time mols) of olefin of the formula [X] at the temperature of range from -5° C. to 120° C. The reaction may be well proceeded even by diluting the reaction system with a suitable solvent. As the solvent, it is preferable to use hydrocarbons, halogenated hydrocarbons, ketones, ethers, lower alcohols; more preferably, benzene, toluene, hexane, heptane, methylene chloride, chloroform, carbon tetrachloride, methyl ethyl ketone, methyl isobutyl ketone, isopropyl ether, 1,4-dioxane, methanol, ethanol. When olefin of the formula [X] having low boiling point is used, the good results can be obtained by using pressure reactor such as an autoclave.

N-Halogenopyridazinone derivative as a raw material can be synthesized according to the method disclosed by German Patent No. 1122069 or a somewhat improved method thereof. The Process 2-c of the scheme (2) is a method to produce the present compound of the formula [I] by chemically modifying the functional groups in the N-substituent (R 4 ) of the pyridazinone derivatives of the formula [XI] to be converted into an intended N-substituent (R).

More specifically, the following methods are exemplified: a method in which halogen atom contained in R 4 is substituted with neucleophic reagents (R'O - , R'S - , CN - , R'COO - , etc.); a method in which oxirane group contained in R 4 is ring-opened by the above-mentioned neucleophilic reagents or electrophillic reagents (alkyl halide Lewis acid reagent); a method in which double or triple bonds contained in R 4 are added with halogen molecules; a method in which the above-mentioned neucleophilic reagent is added in Michael type adding method to the double bond adjacent to the electron-withdrawing group contained in R 4 ; a method in which halogen atom contained in R 4 is converted into hydrogen halide in the presence of base and the hydrogen halide is splitted off from R 4 to form double bond; a method in which alcohol group contained in R 4 is oxidized into aldehyde group, ketone group or carboxyl group; a method in which the double bond contained in R 4 is converted into oxirane group by oxidizing agent; a method in which aldehyde group, ketone group, carboxyl group or carboxylate contained in R 4 is reduced into alcohol; a method in which halogen atom contained in R 4 is dehalogenated; a method in which alcohol group contained in R 4 is converted into the corresponding halide by using halogenating reagent; a method in which alcohol group and halogen atom contained in R 4 are intramolecularly cyclized in the presence of the base to convert into oxacycloalkyl group; and a method in which thiol group and halogen atom contained in R 4 are intramolecularly cyclized in the presence of the base to convert into thiacycloalkyl group.

›DETAILED DESCRIPTION OF THE INVENTION · 3 of 34

The Process 3-a of the scheme (3) produces compounds of the formula [XIII] by reacting the compound of the formula [III] with compound of the formula [XII] in a suitable solvent in the presence of the base. Further, the produced compound in the above is reacted with heterocyclic halides or acid halides of the formula [XIV] in a suitable solvent in the presence of the base to produce the present compounds.

The compounds encompassed by the present invention are illustrated in detail by the compounds listed in Tables 1, 2 and 3. However, it should be understood that the compounds in Tables 1, 2 and 3 are merely illustrated and not to restrict the present invention.

In the Tables, Me represents methyl, Et represents ethyl, Pr represents propyl, Bu represents butyl, Pen represents pentyl, Hex represents hexyl, Ph represents unsubstituted phenyl, t represents tertiary, s represents secondary, i represents iso, and c represents cyclo.

Incidentally, a compound of the present invention which contains asymmetric carbon atom(s) includes optically active (+) compound and (-) compound.

Furthermore, compounds among the present invention in which geometric isomer exists therein include cis compound and trans compound.

__________________________________________________________________________

In Compounds of the formula:

##STR13##

R A X R.sup.1

R.sup.2

Y

__________________________________________________________________________

Cl.sub.2 CHC(Me).sub.2 Cl O H H 4-Cl

Cl.sub.2 CHC(Me).sub.2 Cl O H H 2,4-Cl.sub.2

Cl.sub.2 CHC(Me).sub.2 Cl O H H 4-I

Cl.sub.2 CHC(Me).sub.2 I O H H 4-Cl

Cl.sub.2 CHC(Me).sub.2 I O H H 4-I

Cl.sub.2 CHC(Me).sub.2 Cl O H H 4-Br

Cl.sub.2 CHC(Me).sub.2 Cl O H Me 4-Cl

Cl.sub.2 CHC(Me).sub.2 Cl O Cl H 4-Cl

Cl.sub.2 CHC(Me).sub.2 Cl O H H 2,4,6-Cl.sub.3

Cl.sub.2 CHC(Me).sub.2 Cl S H H 4-Cl

Cl.sub.2 CHC(Me).sub.2 Cl S H H 4-Bu-t

Cl.sub.2 CHC(Me).sub.2 Cl S H H 4-I

BrClCHC(Me).sub. 2 Cl O H H 4-Cl

BrClCHC(Me).sub.2 Cl O H H 4-I

BrClCHC(Me).sub.2 Br O H H 4-Cl

BrClCHC(Me).sub.2 I O H H 4-Cl

BrClCHC(Me).sub.2 Cl O H H 4-Br

BrClCHC(Me).sub.2 Cl O H H 2,4-F.sub.2

BrClCHC(Me).sub.2 Cl S H H 4-Cl

BrClCHC(Me).sub.2 Cl S H H 4-Bu-t

Br.sub.2 CHC(Me).sub.2 Cl O H H 4-Cl

Br.sub.2 CHC(Me).sub.2 Cl O H H 4-I

Br.sub.2 CHC(Me).sub.2 Br O H H 4-I

Br.sub.2 CHC(Me).sub.2 I O H H 4-I

Br.sub.2 CHC(Me).sub.2 Cl O H H 4-Br

Br.sub.2 CHC(Me).sub.2 OMe O H H 4-Cl

Br.sub.2 CHC(Me).sub.2 SMe O H H 4-Cl

Br.sub.2 CHC(Me).sub.2 Cl O H H 3-CF.sub.3

Br.sub.2 CHC(Me).sub.2 Cl O H H 4-Ph

Br.sub.2 CHC(Me).sub.2 Cl O H H 4-OCH.sub.2 CF.sub.3

Br.sub.2 CHC(Me).sub.2 Cl S H H 4-Cl

Br.sub.2 CHC(Me).sub.2 Cl S H H 4-Bu-t

Br.sub.2 CHC(Me).sub.2 Cl S H H 4-Et

BrClCHCH(Me) Cl O H H 4-Cl

BrClCHCH(Me) Cl O H H 4-I

Br.sub.2 CHCH(Me) Cl O H H 4-Cl

Br.sub.2 CHCH(Me) Cl O H H 4-I

Cl.sub.2 CHCH(CH.sub.2 Cl) Cl O H H 4-Cl

Cl.sub.2 CHCH(CH.sub.2 Cl) Cl O H H 4-I

Cl.sub.2 CHCH(CH.sub.2 Cl) Br O H H 4-Cl

Cl.sub.2 CHCH(CH.sub.2 Cl) I O H H 4-Cl

BrClCHCH(CH.sub.2 Cl) Cl O H H 4-Cl

BrClCHCH(CH.sub.2 Cl) Cl O H H 4-I

BrClCHCH(CH.sub.2 Br) Cl O H H 4-Cl

Br.sub.2 CHCH(CH.sub.2 Br) Cl O H H 4-Cl

Br.sub.2 CHCH(CH.sub.2 Br) Cl O H H 4-I

Cl.sub.2 CHCCl(CH.sub.2 Cl) Cl O H H 4-Cl

Cl.sub.2 CHCCl(CH.sub.2 Cl) Cl O H H 4-I

Cl.sub.2 CHCCl(CH.sub.2 Cl) I O H H 4-Cl

BrClCHCCl(CH.sub.2 Cl) Cl O H H 4-Cl

BrClCHCCl(CH.sub.2 Cl) Cl O H H 4-I

ClCH.sub.2 CCl(Me) Cl O H H 4-Cl

ClCH.sub.2 CCl(Me) Cl O H H 4-I

ClCH.sub.2 CCl(Me) I O H H 4-Cl

BrCH.sub.2 CBr(Me) Cl O H H 4-Cl

BrCH.sub.2 CBr(Me) Cl O H H 4-I

BrCH.sub.2 CBr(Me) Br O H H 4-Cl

BrCH.sub.2 CBr(Me) I O H H 4-Cl

Cl.sub.3 CCH(Me) Cl O H H 4-Cl

Cl.sub. 3 CCH(Me) Cl O H H 4-I

BrCl.sub.2 CCH(Me) Cl O H H 4-Cl

MeCHClCHBr Cl O H H 4-Cl

MeCHClCHBr Cl O H H 4-I

MeCHBrCHBr Cl O H H 4-Cl

MeCHBrCHBr Cl O H H 4-I

MeCCl.sub.2 CH.sub.2 Cl O H H 4-Cl

MeCCl.sub.2 CH.sub.2 Cl O H H 4-I

MeCCl.sub.2 CH.sub.2 Br O H H 4-Cl

MeCCl.sub.2 CH.sub.2 I O H H 4-Cl

MeCCl.sub.2 CH.sub.2 Cl O H H 4-Br

MeCCl.sub.2 CH.sub.2 H O H H 4-Cl

MeCCl.sub.2 CH.sub.2 H O H H 4-I

MeCCl.sub.2 CH.sub.2 I O H H 4-I

MeCCl.sub.2 CH.sub.2 Cl O H H 2,4-Cl.sub.2

MeCCl.sub.2 CH.sub.2 F O H H 4-I

MeCCl.sub.2 CH.sub.2 SMe O H H 4-Cl

MeCCl.sub.2 CH.sub.2 I O H Me 4-Cl

MeCCl.sub.2 CH.sub.2 Cl O H H 4-OMe

MeCCl.sub.2 CH.sub.2 Cl O H H 4-C.sub.6 H.sub.4 Cl-4'

MeCCl.sub.2 CH.sub.2 Cl O H H 4-CN

MeCCl.sub.2 CH.sub.2 Cl O H H 3,5-Cl.sub.2

MeCCl.sub.2 CH.sub.2 Cl S H H 4-Cl

MeCCl.sub. 2 CH.sub.2 Cl S H H 4-Bu-t

MeCCl.sub.2 CH.sub.2 Cl S H H 4-Hex

MeCCl.sub.2 CH.sub.2 Cl S H H 4-OC(Me).sub.2 CH.sub.2

OPr

MeCCl.sub.2 CH.sub.2 Cl S H H 4-CH.sub.2 Ph

MeCCl.sub.2 CH.sub.2 Cl S H H 4-CH.sub.2 SMe

MeCBrClCH.sub.2 Cl O H H 4-Cl

MeCBrClCH.sub.2 Cl O H H 4-I

MeCBrClCH.sub.2 Br O H H 4-Cl

MeCBrClCH.sub.2 I O H H 4-Cl

MeCBrClCH.sub.2 Cl O H H 4-Br

MeCBrClCH.sub.2 Cl O H H 4-Pr

MeCBrClCH.sub.2 I O H H 4-I

MeCBrClCH.sub.2 Cl O H H 2,4-Cl.sub.2

MeCBrClCH.sub.2 Me O H H 4-Br

MeCBrClCH.sub.2 SMe O H H 2-F,4-Cl

MeCBrClCH.sub.2 Cl O OH H 4-Cl

MeCBrClCH.sub.2 Cl O H H 4-Pr

MeCBrClCH.sub.2 Cl O H H 2-Cl, 4-F

MeCBrClCH.sub.2 Cl S H H 4-Cl

MeCBrClCH.sub.2 Cl S H H 4-Bu-t

MeCBrClCH.sub.2 Cl S H H 4-(Q4)

MeCBrClCH.sub.2 Cl S H H 3,4-Cl.sub.2

MeCBr.sub.2 CH.sub.2 Cl O H H 4-Cl

MeCBr.sub.2 CH.sub.2 Cl O H H 4-I

MeCBr.sub.2 CH.sub.2 Br O H H 4-Cl

MeCBr.sub.2 CH.sub.2 I O H H 4-Cl

MeCBr.sub.2 CH.sub.2 Cl O H H 4-Br

MeCBr.sub.2 CH.sub.2 Cl O H H 2,4-Cl.sub.2

MeCBr.sub.2 CH.sub.2 Et O H H 4-Cl

MeCBr.sub.2 CH.sub.2 SEt O H H 4-Cl

MeCBr.sub.2 CH.sub.2 Cl O H H 4-Pen

MeCBr.sub.2 CH.sub.2 Cl O H H 4-OPr-i

MeCBr.sub.2 CH.sub.2 Cl O H H 2-Cl, 4-CF.sub.3

MeCBr.sub.2 CH.sub.2 Cl S H H 4-Bu-t

MeCBr.sub.2 CH.sub.2 Cl S H H 4-Cl

MeCBr.sub.2 CH.sub.2 Cl S H H 4-CH.sub.2 OPr

MeC(Br).sub.2 CH.sub.2 Cl S H H 4-OPr

ClCH.sub.2 CHClCHCl Cl O H H 4-Cl

ClCH.sub.2 CHClCHCl Cl O H H 4-I

ClCH.sub.2 CHClCHCl Br O H H 4-Cl

ClCH.sub.2 CHClCHCl I O H H 4-Cl

BrCH.sub.2 CHClCHBr Cl O H H 4-Cl

BrCH.sub.2 CHClCHBr Cl O H H 4-I

BrCH.sub.2 CHClCHBr I O H H 4-Cl

ClCH.sub.2 CHBrCHCl Cl O H H 4-Cl

ClCH.sub.2 CHBrCHCl Cl O H H 4-I

BrCH.sub.2 CHBrCHBr Cl O H H 4-Cl

BrCH.sub.2 CHBrCHBr Cl O H H 4-I

BrCH.sub.2 CHBrCHBr Br O H H 4-Cl

BrCH.sub.2 CHBrCHBr I O H H 4-Cl

ClCH.sub.2 CCl.sub.2 CH.sub.2

›DETAILED DESCRIPTION OF THE INVENTION · 4 of 34

Cl O H H 4-Cl

ClCH.sub.2 CCl.sub.2 CH.sub.2

Cl O H H 4-I

ClCH.sub.2 CCl.sub.2 CH.sub.2

Br O H H 4-Cl

ClCH.sub.2 CCl.sub.2 CH.sub.2

I O H H 4-Cl

ClCH.sub.2 CCl.sub.2 CH.sub.2

Cl O H H 4-Br

ClCH.sub.2 CCl.sub.2 CH.sub.2

H O H H 4-Cl

ClCH.sub.2 CCl.sub.2 CH.sub.2

H O H H 4-I

ClCH.sub.2 CCl.sub.2 CH.sub.2

I O H H 4-I

ClCH.sub.2 CCl.sub.2 CH.sub.2

Cl O H H 2,4-Cl.sub.2

ClCH.sub.2 CCl.sub.2 CH.sub.2

Pr O H H 4-Cl

ClCH.sub.2 CCl.sub.2 CH.sub.2

SEt O H H 4-I

ClCH.sub.2 CCl.sub.2 CH.sub.2

Br O Cl H 4-Cl

ClCH.sub.2 CCl.sub.2 CH.sub.2

Cl O H H 2,3,4,5, 6-F.sub.5

ClCH.sub.2 CCl.sub.2 CH.sub.2

Cl O H H 2,6-Cl.sub.2, 4-F

ClCH.sub.2 CCl.sub.2 CH.sub.2

Cl S H H 4-Cl

ClCH.sub.2 CCl.sub.2 CH.sub.2

Cl S H H 4-Bu-t

ClCH.sub.2 CCl.sub.2 CH.sub.2

Cl S H H 4-O(CH.sub.2).sub.3 OMe

ClCH.sub.2 CCl.sub.2 CH.sub.2

Cl S H H 4-Et

ClCH.sub.2 CCl.sub.2 CH.sub.2

Cl S H H 4-CH.sub.2 OEt

ClCH.sub.2 CBrClCH.sub.2 Cl O H H 4-Cl

ClCH.sub.2 CBrClCH.sub.2 Cl O H H 4-I

ClCH.sub.2 CBrClCH.sub.2 Br O H H 4-Cl

ClCH.sub.2 CBrClCH.sub.2 I O H H 4-Cl

ClCH.sub.2 CBrClCH.sub.2 Cl O H H 4-Br

ClCH.sub.2 CBrClCH.sub.2 Cl O H H 2,4-Cl.sub.2

ClCH.sub.2 CBrClCH.sub.2 Pr-i O H H 4-Cl

ClCH.sub.2 CBrClCH.sub.2 SPr O H H 4-Cl

ClCH.sub.2 CBrClCH.sub.2 Br O OMe H 4-Cl

ClCH.sub.2 CBrClCH.sub.2 Cl O H H 4-Bu-t

ClCH.sub.2 CBrClCH.sub.2 Cl O H H 2-OMe, 4-Cl

ClCH.sub.2 CBrClCH.sub.2 Cl S H H 4-Cl

ClCH.sub.2 CBrClCH.sub.2 Cl S H H 4-Bu-t

ClCH.sub.2 CBrClCH.sub.2 Cl S H H 4-C.sub.8 H.sub.17

ClCH.sub.2 CBrClCH.sub.2 Cl S H H 4-OCH.sub.2 C.sub.6

H.sub.4 Cl-4'

ClCH.sub.2 CBrClCH.sub.2 Cl S H H 4-OCH.sub.2 CHCHMe

BrCH.sub.2 CBrClCH.sub.2 Cl O H H 4-Cl

BrCH.sub.2 CBrClCH.sub.2 Cl O H H 4-I

BrCH.sub.2 CBrClCH.sub.2 Br O H H 4-Cl

BrCH.sub.2 CBrClCH.sub.2 I O H H 4-Cl

BrCH.sub.2 CBrClCH.sub.2 Cl O H H 4-Br

BrCH.sub.2 CBrClCH.sub.2 Bu O H H 4-Cl

BrCH.sub.2 CBrClCH.sub.2 SOMe O H H 4-Cl

BrCH.sub.2 CBrClCH.sub.2 Cl O H H 4-OBu-s

BrCH.sub.2 CBrClCH.sub.2 Cl S H H 4-Cl

BrCH.sub.2 CBrClCH.sub.2 Cl S H H 4-CH.sub.2 OMe

BrCH.sub.2 CBrClCH.sub.2 Cl S H H 4-CH.sub.2 -Q1

BrCH.sub.2 CBrClCH.sub.2 Cl S H H 4-OPh

BrCH.sub.2 CBr.sub.2 CH.sub.2

Cl O H H 4-Cl

BrCH.sub.2 CBr.sub.2 CH.sub.2

Cl O H H 4-I

BrCH.sub.2 CBr.sub.2 CH.sub.2

Br O H H 4-Cl

BrCH.sub.2 CBr.sub.2 CH.sub.2

I O H H 4-Cl

BrCH.sub.2 CBr.sub.2 CH.sub.2

Cl O H H 4-Br

BrCH.sub.2 CBr.sub.2 CH.sub.2

OMe O H H 4-Br

BrCH.sub.2 CBr.sub.2 CH.sub.2

SO.sub.2 Et

O H H 4-Cl

BrCH.sub.2 CBr.sub.2 CH.sub.2

Cl O H H 2,4,5-Cl.sub. 3

BrCH.sub.2 CBr.sub.2 CH.sub.2

Cl S H H 4-Cl

BrCH.sub.2 CBr.sub.2 CH.sub.2

Cl S H H 4-Bu-t

BrCH.sub.2 CBr.sub.2 CH.sub.2

Cl S H H 4-C.sub.6 H.sub.4 Cl4'

BrCH.sub.2 CBr.sub.2 CH.sub.2

Cl S H H 4-CH(C.sub.6 H.sub.3

F.sub.2 -2,4)

BrCH.sub.2 CBr.sub.2 CH.sub.2

Cl S H H 4-NMe.sub.2

MeCHBrCCl.sub.2 Cl O H H 4-Cl

MeCHBrCCl.sub.2 Cl O H H 4-I

MeCHBrCCl.sub.2 Cl O H H 4-Cl

MeCHBrCCl.sub.2 Cl O H H 4-I

ClCH.sub.2 CHClCH.sub.2 Cl O H H 4-Cl

ClCH.sub.2 CHClCH.sub.2 Cl O H H 2,4-Cl.sub.2

ClCH.sub.2 CHClCH.sub.2 Cl O H H 4-I

ClCH.sub.2 CHClCH.sub.2 Br O H H 4-Cl

ClCH.sub.2 CHClCH.sub.2 Br O H H 4-I

ClCH.sub.2 CHClCH.sub.2 I O H H 4-Cl

ClCH.sub.2 CHClCH.sub.2 I O H H 4-I

ClCH.sub.2 CHClCH.sub.2 Cl S H H 4-Cl

ClCH.sub.2 CHClCH.sub.2 Cl S H H 4-Bu-t

ClCH.sub.2 CHClCH.sub.2 Cl S H H 4-CO-Q1

ClCH.sub.2 CHClCH.sub.2 Cl S H H 4-CH.sub.2(C.sub. 6

H.sub.3 Cl.sub.2 -2,4)

ClCH.sub.2 CHClCH.sub.2 Cl S H H 4-OCH.sub.2 CH.sub.2

NMe.sub.2

ClCH.sub.2 CHClCH.sub.2 Cl S H H 4-O(CH.sub.2).sub.3 OMe

ClCH.sub.2 CHClCH.sub.2 Cl S H H 4-I

ClCH.sub.2 CHClCH.sub.2 Cl O H H 4-Cl

ClCH.sub.2 CHClCH.sub.2 Cl O H H 4-I

ClCH.sub.2 CHClCH.sub.2 Br O H H 4-Cl

ClCH.sub.2 CHClCH.sub.2 I O H H 4-Cl

ClCH.sub.2 CHClCH.sub.2 Cl S H H 4-Cl

ClCH.sub.2 CHClCH.sub.2 Cl S H H 4-Bu-t

ClCH.sub.2 CHClCH.sub.2 Cl S H H 4-CH.sub.2 CHCH.sub.2

ClCH.sub.2 CHClCH.sub.2 Cl S H H 4-SPh

BrCH.sub.2 CHClCH.sub.2 Cl O H H 4-Cl

BrCH.sub.2 CHClCH.sub.2 Cl O H H 2,4-Cl.sub.2

BrCH.sub.2 CHClCH.sub.2 Cl O H H 4-I

BrCH.sub.2 CHClCH.sub.2 Br O H H 4-Cl

BrCH.sub.2 CHClCH.sub.2 I O H H 4-Cl

BrCH.sub.2 CHClCH.sub.2 Cl S H H 4-Cl

BrCH.sub.2 CHClCH.sub.2 Cl S H H 4-Bu-t

BrCH.sub.2 CHClCH.sub.2 Cl S H H 4-OCH.sub.2 CH.sub.2 SEt

BrCH.sub.2 CHClCH.sub.2 Cl S H H 4-SO.sub.2 Pr

BrCH.sub.2 CHClCH.sub.2 Cl S H H 4-C.sub.6 H.sub.4 F-4'

BrCH.sub.2 CHClCH.sub.2 Cl O H H 4-Cl

BrCH.sub.2 CHClCH.sub.2 Cl O H H 2,4-Cl.sub.2

BrCH.sub.2 CHClCH.sub.2 Cl O H H 4-I

BrCH.sub.2 CHClCH.sub.2 Br O H H 4-Cl

BrCH.sub.2 CHClCH.sub.2 I O H H 4-Cl

BrCH.sub.2 CHClCH.sub.2 H O H H 4-Cl

BrCH.sub.2 CHClCH.sub.2 H O H H 4-I

BrCH.sub.2 CHClCH.sub.2 Cl S H H 4-Cl

BrCH.sub.2 CHClCH.sub.2 Cl S H H 4-Bu-t

BrCH.sub.2 CHClCH.sub.2 Cl S H H 4-CH.sub.2 Ph

ICH.sub.2 CHClCH.sub.2 Cl O H H 4-Cl

ICH.sub.2 CHClCH.sub.2 Cl O H H 4-I

ICH.sub.2 CHClCH.sub.2 Br O H H 4-Cl

ICH.sub.2 CHClCH.sub.2 I O H H 4-Cl

ICH.sub.2 CHClCH.sub.2 I O H H 4-I

ICH.sub.2 CHClCH.sub.2 Cl S H H 4-Cl

ICH.sub.2 CHClCH.sub.2 Cl S H H 4-Bu-t

ICH.sub.2 CHClCH.sub.2 Cl S H H 4-OEt

ICH.sub.2 CHClCH.sub.2 Cl S H H 3,4-Cl.sub.2

ICH.sub.2 CHClCH.sub.2 Cl O H H 4-Cl

ICH.sub.2 CHClCH.sub.2 Cl O H H 2,4-Cl.sub.2

ICH.sub.2 CHClCH.sub.2 Cl O H H 4-I

ICH.sub.2 CHClCH.sub.2 Br O H H 4-Cl

ICH.sub.2 CHClCH.sub.2 I O H H 4-Cl

ICH.sub.2 CHClCH.sub.2 Cl S H H 4-Cl

ICH.sub.2 CHClCH.sub.2 Cl S H H 4-Bu-t

MeCHClCCl(Me) Cl O H H 4-Cl

MeCHClCCl(Me) Cl O H H 4-I

MeCHClCCl(Me) Cl O H H 4-Cl

MeCHClCCl(Me) Cl O H H 4-I

MeCHClCCl(Me) Cl O H H 4-Cl

MeCHClCCl(Me) Cl O H H 4-I

MeCHClCCl(Me) Cl O H H 4-Cl

MeCHClCCl(Me) Cl O H H 4-I

MeCCl.sub.2 CH(Me) Cl O H H 4-Cl

MeCCl.sub.2 CH(Me) Cl O H H 4-I

MeCBrClCH(Me) Cl O H H 4-Cl

MeCBrClCH(Me) Cl O H H 4-I

MeCBr.sub.2 CH(Me) Cl O H H 4-Cl

MeCBr.sub.2 CH(Me) Cl O H H 4-I

Me.sub.2 CClCHCl Cl O H H 4-Cl

Me.sub.2 CClCHCl Cl O H H 2,4-Cl.sub.2

Me.sub.2 CClCHCl Cl O H H 4-I

Me.sub.2 CClCHCl Br O H H 4-Cl

Me.sub.2 CClCHCl Br O H H 4-I

Me.sub.2 CClCHCl I O H H 4-Cl

Me.sub.2 CClCHCl I O H H 4-I

Me.sub.2 CClCHCl Cl S H H 4-Cl

Me.sub.2 CClCHCl Cl S H H 4-Bu-t

Me.sub.2 CClCHCl Cl S H H 4-O(CH.sub.2).sub.3 OMe

Me.sub.2 CClCHCl Cl S H H 4-Et

Me.sub.2 CClCHCl Cl S H H 4-OCF.sub.3

Me.sub.2 CClCHCl Cl O H H 4-Cl

Me.sub.2 CClCHCl Cl O H H 4-I

Me.sub.2 CClCHCl Br O H H 4-Cl

Me.sub.2 CClCHCl I O H H 4-Cl

Me.sub.2 CClCHCl Cl S H H 4-Cl

Me.sub.2 CClCHCl Cl S H H 4-Bu-t

›DETAILED DESCRIPTION OF THE INVENTION · 5 of 34

Me.sub.2 CClCHCl Cl S H H 4-OCH.sub.2 C.sub.6

H.sub.4 Cl-4'

Me.sub.2 CClCHCl Cl S H H 4-SOEt

Me.sub.2 CClCHCl Cl S H H 4-OCH.sub.2 CHCHMe

Me.sub.2 CBrCHCl Cl O H H 4-Cl

Me.sub.2 CBrCHCl Cl O H H 2,4-Cl.sub.2

Me.sub.2 CBrCHCl Cl O H H 4-I

Me.sub.2 CBrCHCl Br O H H 4-Cl

Me.sub.2 CBrCHCl I O H H 4-Cl

Me.sub.2 CBrCHCl Cl S H H 4-Cl

Me.sub.2 CBrCHCl Cl S H H 4-Bu-t

Me.sub.2 CBrCHCl Cl S H H 4-OPh

Me.sub.2 CBrCHCl Cl S H H 4-(Q1)

Me.sub.2 CBrCHCl Cl S H H 4-SBu

Me.sub.2 CBrCHBr Cl O H H 4-Cl

Me.sub.2 CBrCHBr Cl O H H 2,4-Cl.sub.2

Me.sub.2 CBrCHBr Br O H H 4-Cl

Me.sub.2 CBrCHBr I O H H 4-Cl

Me.sub.2 CBrCHBr H O H H 4-Cl

Me.sub.2 CBrCHBr H O H H 4-I

Me.sub.2 CBrCHBr Cl S H H 4-Cl

Me.sub.2 CBrCHBr Cl S H H 4-Bu-t

(ClCH.sub.2).sub.2 CClCH.sub.2

Cl O H H 4-Cl

(ClCH.sub.2).sub.2 CClCH.sub.2

Cl O H H 4-I

(ClCH.sub.2).sub.2 CClCH.sub.2

Br O H H 4-Cl

(ClCH.sub.2).sub.2 CClCH.sub.2

I O H H 4-Cl

(ClCH.sub.2).sub.2 CClCH.sub.2

Cl O H H 4-Br

(ClCH.sub.2).sub.2 CClCH.sub.2

Cl O H H 2-F, 4-Cl

(ClCH.sub.2).sub.2 CClCH.sub.2

OBu O H H 4-Cl

(ClCH.sub.2).sub.2 CClCH.sub.2

Cl O H Me 4-I

(ClCH.sub.2).sub.2 CClCH.sub.2

Cl O H H 2,5-Me.sub.2

(ClCH.sub.2).sub.2 CClCH.sub.2

Cl O H H 4-OCHF.sub.2

(ClCH.sub.2).sub.2 CClCH.sub.2

Cl O H H 2,4,6-Cl.sub.3

(ClCH.sub.2).sub.2 CClCH.sub.2

Cl S H H 4-Cl

(ClCH.sub.2).sub.2 CClCH.sub.2

Cl S H H 4-Bu-t

(ClCH.sub.2).sub.2 CClCH.sub.2

Cl S H H 4-SO.sub.2 Et

(ClCH.sub.2).sub.2 CClCH.sub.2

Cl S H H 4-SMe

(ClCH.sub.2).sub.2 CClCH.sub.2

Cl S H H 4-I

(ClCH.sub.2).sub.2 CClCH.sub.2

Cl S H H 4-O(CH.sub.2).sub.3 OMe

(ClCH.sub.2).sub.2 CBrCH.sub.2

Cl O H H 4-Cl

(ClCH.sub.2).sub.2 CBrCH.sub.2

Cl O H H 4-I

(ClCH.sub.2).sub.2 CBrCH.sub.2

Br O H H 4-Cl

(ClCH.sub.2).sub.2 CBrCH.sub.2

I O H H 4-Cl

(ClCH.sub.2).sub.2 CBrCH.sub.2

Cl O H H 4-Br

(ClCH.sub.2).sub.2 CBrCH.sub.2

Cl O H Et 4-Cl

(ClCH.sub.2).sub.2 CBrCH.sub.2

Cl O H H 4-Bu-s

(ClCH.sub.2).sub.2 CBrCH.sub.2

Cl O H H 2,4-F.sub.2

(ClCH.sub.2).sub.2 CBrCH.sub.2

Cl S H H 4-Cl

(ClCH.sub.2).sub.2 CBrCH.sub.2

Cl S H H 4-Bu-t

(ClCH.sub.2).sub.2 CBrCH.sub.2

Cl S H H 4-SPh

ClCH.sub.2 CBr(CH.sub.2 Br)CH.sub.2

Cl O H H 4-Cl

ClCH.sub.2 CBr(CH.sub.2 Br)CH.sub.2

Cl O H H 4-I

ClCH.sub.2 CBr(CH.sub.2 Br)CH.sub.2

Br O H Me 4-Cl

ClCH.sub.2 CBr(CH.sub.2 Br)CH.sub.2

Cl O H H 3-CF.sub.3

ClCH.sub.2 CBr(CH.sub.2 Br)CH.sub.2

Cl O H H 4-OCH.sub.2 CF.sub.3

ClCH.sub.2 CBr(CH.sub.2 Br)CH.sub.2

Cl S H H 4-Cl

ClCH.sub.2 CBr(CH.sub.2 Br)CH.sub.2

Cl S H H 4-Bu-t

ClCH.sub.2 CBr(CH.sub.2 Br)CH.sub.2

Cl S H H 4-CH.sub.2 C.sub.6

H.sub.4 Cl-4'

ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-Cl

ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-Br

ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2

ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-I

ClCH.sub.2 CCl(Me)CH.sub.2 Br O H H 4-Cl

ClCH.sub.2 CCl(Me)CH.sub.2 Br O H H 2,4-Cl.sub.2

ClCH.sub.2 CCl(Me)CH.sub.2 I O H H 4-Cl

ClCH.sub.2 CCl(Me)CH.sub.2 I O H H 4-I

ClCH.sub.2 CCl(Me)CH.sub.2 F O H H 4-Cl

ClCH.sub.2 CCl(Me)CH.sub.2 Me O H H 4-Cl

ClCH.sub.2 CCl(Me)CH.sub.2 OMe O H H 4-Cl

ClCH.sub.2 CCl(Me)CH.sub.2 OMe O H H 4-I

ClCH.sub.2 CCl(Me)CH.sub.2 SMe O H H 4-Cl

ClCH.sub.2 CCl(Me)CH.sub.2 SO.sub.2 Me

O H H 4-Cl

ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H Me 4-Cl

ClCH.sub.2 CCl(Me)CH.sub.2 Cl O Cl H 4-Cl

ClCH.sub.2 CCl(Me)CH.sub.2 F O H H 4-I

ClCH.sub.2 CCl(Me)CH.sub.2 SMe O H H 2,4-Cl.sub.2

ClCH.sub.2 CCl(Me)CH.sub.2 I O H Me 4-Cl

ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-OMe

ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-C.sub.6 H.sub.4 Cl-4'

ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-CN

ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 3,5-Cl.sub.2

ClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-Cl

ClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-Bu-t

ClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-Hex

ClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-O-(Q4)

ClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-OC(Me).sub.2 CH.sub.2

OPr

ClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-COC.sub.6 H.sub.4

CF.sub.3 -4'

ClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-COEt

ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-Cl

ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-Br

ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2

ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-I

ClCH.sub.2 CBr(Me)CH.sub.2 Br O H H 4-Cl

ClCH.sub.2 CCl(Me)CH.sub.2 Br O H H 4-I

ClCH.sub.2 CCl(Me)CH.sub.2 I O H H 4-Cl

ClCH.sub.2 CCl(Me)CH.sub.2 I O H H 4-I

ClCH.sub.2 CCl(Me)CH.sub.2 F O H H 4-Cl

ClCH.sub.2 CCl(Me)CH.sub.2 Me O H H 4-Cl

ClCH.sub.2 CCl(Me)CH.sub.2 OMe O H H 4-Cl

ClCH.sub.2 CCl(Me)CH.sub.2 OMe O H H 4-I

ClCH.sub.2 CCl(Me)CH.sub.2 SMe O H H 4-Cl

ClCH.sub.2 CCl(Me)CH.sub.2 SO.sub.2 Me

O H H 4-Cl

ClCH.sub.2 CBr(Me)CH.sub.2 Cl O H Me 4-Cl

ClCH.sub.2 CCl(Me)CH.sub.2 Cl O Cl H 4-Cl

ClCH.sub.2 CCl(Me)CH.sub.2 Pr O H H 4-Cl

ClCH.sub.2 CCl(Me)CH.sub.2 SBu O H H 2-F, 4-Cl

ClCH.sub.2 CCl(Me)CH.sub.2 Cl O OH H 4-Cl

ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 2-Cl, 4-F

ClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-Cl

ClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-Bu-t

ClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-COC.sub.6 H.sub.4 F-4'

ClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 3,4-Cl.sub.2

ClCH.sub.2 CHClCH(CH.sub.2 Cl)

Cl O H H 4-Cl

ClCH.sub.2 CHClCH(CH.sub.2 Cl)

Cl O H H 4-I

ClCH.sub.2 CHClCH(CH.sub.2 Cl)

Br O H H 4-Cl

ClCH.sub.2 CHClCH(CH.sub.2 Cl)

I O H H 4-Cl

ClCH.sub.2 CHClCH(CH.sub.2 Cl)

Cl O H H 4-Cl

ClCH.sub.2 CHClCH(CH.sub.2 Cl)

Cl O H H 4-I

BrCH.sub.2 CHClCH(CH.sub.2 Br)

Cl O H H 4-Cl

BrCH.sub.2 CHClCH(CH.sub.2 Br)

Cl O H H 4-I

BrCH.sub.2 CHClCH(CH.sub.2 Br)

Cl O H H 4-Cl

BrCH.sub.2 CHClCH(CH.sub.2 Br)

Cl O H H 4-I

BrCH.sub.2 CHClCH(CH.sub.2 Br)

Br O H H 4-Cl

BrCH.sub.2 CHClCH(CH.sub.2 Br)

I O H H 4-Cl

MeCCl.sub.2 CH(CH.sub.2 Cl) Cl O H H 4-Cl

MeCCl.sub.2 CH(CH.sub.2 Cl) Cl O H H 4-I

MeCCl.sub.2 CH(CH.sub.2 Cl) Br O H H 4-Cl

MeCCl.sub.2 CH(CH.sub.2 Cl) I O H H 4-Cl

MeCCl.sub.2 CH(CH.sub.2 Cl) Cl O H H 4-Cl

MeCCl.sub.2 CH(CH.sub.2 Cl) Cl O H H 4-I

MeCCl.sub.2 CH(CH.sub.2 Cl) I O H H 4-Cl

ClCH.sub.2 CHClCHCl Cl O H H 4-Cl

ClCH.sub.2 CHClCHCl Cl O H H 4-I

ClCH.sub.2 CHBrCHCl Cl O H H 4-Cl

ClCH.sub.2 CHBrCHCl Cl O H H 4-I

(Me).sub.2 CClCH(CH.sub.2 Br)

Cl O H H 4-Cl

(Me).sub.2 CClCH(CH.sub.2 Br)

Cl O H H 4-I

(Me).sub.2 CClCH(CH.sub.2 Br)

Br O H H 4-Cl

(Me).sub.2 CClCH(CH.sub.2 Br)

I O H H 4-Cl

(Me).sub.2 CBrCH(CH.sub.2 Br)

Cl O H H 4-Cl

(Me).sub.2 CBrCH(CH.sub.2 Br)

Cl O H H 4-I

(Me).sub.2 CBrCH(CH.sub.2 Br)

Br O H H 4-Cl

(Me).sub.2 CBrCH(CH.sub.2 Br)

I O H H 4-Cl

(Me).sub.2 CClCH(C.sub.2 H.sub.4 Br)

›DETAILED DESCRIPTION OF THE INVENTION · 6 of 34

Cl O H H 4-Cl

(Me).sub.2 CClCH(C.sub.2 H.sub.4 Br)

Cl O H H 4-I

(Me).sub.2 CBrCH(C.sub.2 H.sub.4 Br)

Cl O H H 4-Cl

(Me).sub.2 CBrCH(C.sub.2 H.sub.5 Br)

Cl O H H 4-I

ClCH.sub.2 CHClC(Me).sub.2 Cl O H H 4-Cl

ClCH.sub.2 CHClC(Me).sub.2 Cl O H H 4-I

ClCH.sub.2 CHClC(Me).sub.2 Br O H H 4-Cl

ClCH.sub.2 CHClC(Me).sub.2 I O H H 4-Cl

ClCH.sub.2 CHBrC(Me).sub.2 Cl O H H 4-Cl

ClCH.sub.2 CHBrC(Me).sub.2 Cl O H H 4-I

BrCH.sub.2 CHClC(Me).sub.2 Cl O H H 4-Cl

BrCH.sub.2 CHClC(Me).sub.2 Cl O H H 4-I

BrCH.sub.2 CHClC(Me).sub.2 I O H H 4-Cl

BrCH.sub.2 CHClC(Me).sub.2 Cl O H H 4-Cl

BrCH.sub.2 CHClC(Me).sub.2 Cl O H H 4-I

BrCH.sub.2 CHClC(Me).sub.2 I O H H 4-Cl

ClCH.sub.2 CHClCH(Me) Cl O H H 4-Cl

ClCH.sub.2 CHClCH(Me) Cl O H H 4-I

ClCH.sub.2 CHClCH(Me) Br O H H 4-Cl

ClCH.sub.2 CHClCH(Me) I O H H 4-Cl

ClCH.sub.2 CHBrCH(Me) Cl O H H 4-Cl

ClCH.sub.2 CHBrCH(Me) Cl O H H 4-I

MeCHClCH(CH.sub.2 Cl) Cl O H H 4-CI

MeCHClCH(CH.sub.2 Cl) Cl O H H 4-I

MeCHClCH(CH.sub.2 Cl) Br O H H 4-Cl

MeCHClCH(CH.sub.2 Cl) I O H H 4-Cl

MeCHBrCH(CH.sub.2 Cl) Cl O H H 4-Cl

MeCHBrCH(CH.sub.2 Cl) Cl O H H 4-I

ClCH.sub.2 CCl.sub.2 CHCl Cl O H H 4-Cl

ClCH.sub.2 CCl.sub.2 CHCl Cl O H H 4-I

ClCH.sub.2 CCl.sub.2 CHCl Br O H H 4-Cl

ClCH.sub.2 CCl.sub.2 CHCl I O H H 4-Cl

ClCH.sub.2 CBrClCHCl Cl O H H 4-Cl

ClCH.sub.2 CBrClCHCl Cl O H H 4-I

ClCH.sub.2 CHClCCl(Me) Cl O H H 4-Cl

ClCH.sub.2 CHClCCl(Me) Cl O H H 4-I

ClCH.sub.2 CHClCCl(Me) Br O H H 4-Cl

ClCH.sub.2 CHClCCl(Me) I O H H 4-Cl

ClCH.sub.2 CHBrCCl(Me) Cl O H H 4-Cl

ClCH.sub.2 CHBrCCl(Me) Cl O H H 4-I

Cl.sub.2 CHCHClCH.sub.2 Cl O H H 4-Cl

Cl.sub.2 CHCHClCH.sub.2 Cl O H H 4-I

Cl.sub.2 CHCHClCH.sub.2 Br O H H 4-Cl

Cl.sub.2 CHCHClCH.sub.2 I O H H 4-Cl

BrClCHCHBrCH.sub.2 Cl O H H 4-Cl

BrClCHCHBrCH.sub.2 Cl O H H 4-I

BrClCHCHBrCH.sub.2 Br O H H 4-Cl

BrClCHCHBrCH.sub.2 I O H H 4-Cl

Cl.sub.2 CHCCl.sub.2 CH.sub.2

Cl O H H 4-Cl

Cl.sub.2 CHCCl.sub.2 CH.sub.2

Cl O H H 4-Br

Cl.sub.2 CHCCl.sub.2 CH.sub.2

Cl O H H 4-I

Cl.sub.2 CHCCl.sub.2 CH.sub.2

Br O H H 4-Cl

Cl.sub.2 CHCCl.sub.2 CH.sub.2

Br O H H 4-I

Cl.sub.2 CHCCl.sub.2 CH.sub. 2

I O H H 4-Cl

Cl.sub.2 CHCCl.sub.2 CH.sub.2

I O H H 4-I

Cl.sub.2 CHCCl.sub.2 CH.sub.2

Et O H H 4-Cl

Cl.sub.2 CHCCl.sub.2 CH.sub.2

SEt O H H 4-Cl

Cl.sub.2 CHCCl.sub.2 CH.sub.2

Cl O OMe H 4-Cl

Cl.sub.2 CHCCl.sub.2 CH.sub.2

Cl O H H 4-Pen

Cl.sub.2 CHCCl.sub.2 CH.sub.2

Cl O H H 4-Bu-i

Cl.sub.2 CHCCl.sub.2 CH.sub.2

Cl O H H 4-OPr-i

Cl.sub.2 CHCCl.sub.2 CH.sub.2

Cl O H H 2-Cl, 4-CF.sub.3

Cl.sub.2 CHCCl.sub.2 CH.sub.2

Cl S H H 4-Bu-t

Cl.sub.2 CHCCl.sub.2 CH.sub.2

Cl S H H 4-Cl

Cl.sub.2 CHCCl.sub.2 CH.sub.2

Cl S H H 4-OCH.sub.2 C(Me)CH.sub.2

9

Cl.sub.2 CHCCl.sub.2 CH.sub.2

Cl S H H 4-OPr

ClBrCHCClBrCH.sub.2 Cl O H H 4-Cl

ClBrCHCClBrCH.sub.2 Cl O H H 4-I

ClBrCHCClBrCH.sub.2 Br O H H 4-Cl

ClBrCHCClBrCH.sub.2 H O H H 4-Cl

ClBrCHCClBrCH.sub.2 H O H H 4-I

ClBrCHCClBrCH.sub.2 Bu O H H 4-Cl

ClBrCHCClBrCH.sub.2 SEt O H H 4-I

ClBrCHCClBrCH.sub.2 Cl O H H 3-Cl

ClBrCHCClBrCH.sub.2 Cl S H H 4-Cl

ClBrCHCClBrCH.sub.2 Cl S H H 4-Bu-t

ClCH.sub.2 CH.sub.2 CHClCH.sub.2

Cl O H H 4-Cl

ClCH.sub.2 CH.sub.2 CHClCH.sub.2

Cl O H H 4-I

ClCH.sub.2 CH.sub.2 CHClCH.sub.2

Br O H H 4-Cl

ClCH.sub.2 CH.sub.2 CHClCH.sub.2

I O H H 4-Cl

ClCH.sub.2 CH.sub.2 CHClCH.sub.2

Cl O H H 4-Cl

ClCH.sub.2 CH.sub.2 CHClCH.sub.2

Cl O H H 4-I

BrCH.sub.2 CH.sub.2 CHClCH.sub.2

Cl O H H 4-Cl

BrCH.sub.2 CH.sub.2 CHClCH.sub.2

Cl O H H 4-I

BrCH.sub.2 CH.sub.2 CHClCH.sub.2

Cl O H H 4-Cl

BrCH.sub.2 CH.sub.2 CHClCH.sub.2

Cl O H H 4-I

BrCH.sub.2 CH.sub.2 CHClCH.sub.2

Br O H H 4-Cl

BrCH.sub.2 CH.sub.2 CHClCH.sub.2

I O H H 4-Cl

MeCHClCHClCH.sub.2 Cl O H H 4-Cl

MeCHClCHClCH.sub.2 Cl O H H 2,4-Cl.sub.2

MeCHClCHClCH.sub.2 Cl O H H 4-I

MeCHClCHClCH.sub.2 Br O H H 4-Cl

MeCHClCHClCH.sub.2 Br O H H 4-I

MeCHClCHClCH.sub.2 I O H H 4-Cl

MeCHClCHClCH.sub.2 I O H H 4-I

MeCHClCHBrCH.sub.2 Cl O H H 4-Cl

MeCHClCHBrCH.sub.2 Cl O H H 2,4-Cl.sub.2

MeCHClCHBrCH.sub.2 Cl O H H 4-I

MeCHClCHBrCH.sub.2 Br O H H 4-Cl

MeCHClCHBrCH.sub.2 Br O H H 4-I

MeCHClCHBrCH.sub.2 I O H H 4-Cl

MeCHClCHBrCH.sub.2 I O H H 4-I

MeCHBrCHClCH.sub.2 Cl O H H 4-Cl

MeCHBrCHClCH.sub.2 Cl O H H 2,4-Cl.sub.2

MeCHBrCHClCH.sub.2 Cl O H H 4-I

MeCHBrCHClCH.sub.2 Br O H H 4-Cl

MeCHBrCHClCH.sub.2 I O H H 4-Cl

MeCHBrCHBrCH.sub.2 Cl O H H 4-Cl

MeCHBrCHBrCH.sub.2 Cl O H H 4-I

MeCHBrCHBrCH.sub.2 Br O H H 4-Cl

MeCHBrCHBrCH.sub.2 I O H H 4-Cl

ClCH.sub.2 CHClCHClCH.sub.2 Cl O H H 4-Cl

ClCH.sub.2 CHClCHClCH.sub.2 Cl O H H 4-I

ClCH.sub.2 CHClCHClCH.sub.2 Br O H H 4-Cl

ClCH.sub.2 CHClCHClCH.sub.2 I O H H 4-Cl

ClCH.sub.2 CHClCHBrCH.sub.2 Cl O H H 4-Cl

ClCH.sub.2 CHClCHBrCH.sub.2 Cl O H H 4-I

ClCH.sub.2 CHBrCHBrCH.sub.2 Cl O H H 4-Cl

ClCH.sub.2 CHBrCHBrCH.sub.2 Cl O H H 4-I

BrCH.sub.2 CH.sub.2 CHClC(Me).sub.2

Cl O H H 4-Cl

BrCH.sub.2 CH.sub.2 CHClC(Me).sub.2

Cl O H H 4-I

BrCH.sub.2 CH.sub.2 CHClC(Me).sub.2

Cl O H H 4-Cl

BrCH.sub.2 CH.sub.2 CHClC(Me).sub.2

Cl O H H 4-I

Me.sub.2 CClCHClCH.sub.2 Cl O H H 4-Cl

Me.sub.2 CClCHClCH.sub.2 Cl O H H 4-I

Me.sub.2 CClCHClCH.sub.2 Br O H H 4-Cl

Me.sub.2 CClCHClCH.sub.2 I O H H 4-Cl

Me.sub.2 CClCHBrCH.sub.2 Cl O H H 4-Cl

Me.sub.2 CClCHBrCH.sub.2 Cl O H H 4-I

Me.sub.2 CBrCHClCH.sub.2 Cl O H H 4-Cl

Me.sub.2 CBrCHClCH.sub.2 Cl O H H 4-I

Me.sub.2 CBrCHClCH.sub.2 I O H H 4-Cl

Me.sub.2 CBrCHBrCH.sub.2 Cl O H H 4-Cl

Me.sub.2 CBrCHBrCH.sub.2 Cl O H H 4-I

Me.sub.2 CBrCHBrCH.sub.2 Br O H H 4-Cl

Me.sub.2 CBrCHBrCH.sub.2 I O H H 4-Cl

ClCH.sub.2 CHClCH.sub.2 CH.sub.2

Cl O H H 4-Cl

ClCH.sub.2 CHClCH.sub.2 CH.sub.2

Cl O H H 4-I

ClCH.sub.2 CHClCH.sub.2 CH.sub.2

Br O H H 4-Cl

ClCH.sub.2 CHClCH.sub.2 CH.sub.2

I O H H 4-Cl

BrCH.sub.2 CHBrCH.sub.2 CH.sub.2

Cl O H H 4-Cl

BrCH.sub.2 CHBrCH.sub.2 CH.sub.2

Cl O H H 4-I

BrCH.sub.2 CHBrCH.sub.2 CH.sub.2

Br O H H 4-Cl

BrCH.sub.2 CHBrCH.sub.2 CH.sub.2

I O H H 4-Cl

MeCCl.sub.2 CHClCH.sub.2 Cl O H H 4-Cl

MeCCl.sub.2 CHClCH.sub.2 Cl O H H 4-I

MeCCl.sub.2 CHClCH.sub.2 Br O H H 4-Cl

MeCCl.sub.2 CHClCH.sub.2 I O H H 4-Cl

MeCClBrCHBrCH.sub.2 Cl O H H 4-Cl

MeCClBrCHBrCH.sub.2 Cl O H H 4-I

Br(CH.sub.2).sub.3 CHClCH.sub.2

Cl O H H 4-Cl

Br(CH.sub.2).sub.3 CHClCH.sub.2

Cl O H H 4-I

Br(CH.sub.2).sub.3 CHBrCH.sub.2

Cl O H H 4-Cl

Br(CH.sub.2).sub.3 CHBrCH.sub.2

Cl O H H 4-I

PrCCl(CH.sub.2 Cl)CH.sub.2 Cl O H H 4-Cl

PrCCl(CH.sub.2 Cl)CH.sub.2 Cl O H H 4-I

PrCCl(CH.sub.2 Cl)CH.sub.2 I O H H 4-I

›DETAILED DESCRIPTION OF THE INVENTION · 7 of 34

PrCCl(CH.sub.2 Cl)CH.sub.2 Cl O H H 4-Cl

PrCCl(CH.sub.2 Cl)CH.sub.2 Cl O H H 4-I

Br(CH.sub.2).sub.4 CHClCH.sub.2

Cl O H H 4-Cl

Br(CH.sub.2).sub.4 CHClCH.sub.2

Cl O H H 4-I

Br(CH.sub.2).sub.4 CHBrCH.sub.2

Cl O H H 4-Cl

Br(CH.sub.2).sub.4 CHBrCH.sub.2

Cl O H H 4-I

Br(CH.sub.2).sub.6 CHClCH.sub.2

Cl O H H 4-Cl

Br(CH.sub.2).sub.6 CHClCH.sub.2

Cl O H H 4-I

Br(CH.sub.2).sub.6 CHBrCH.sub.2

Cl O H H 4-Cl

Br(CH.sub.2).sub.6 CHBrCH.sub.2

Cl O H H 4-I

ClCH.sub.2 CH(Me) Cl O H H 4-Cl

ClCH.sub.2 CH(Me) Cl O H H 4-I

ClCH.sub.2 C(Me).sub.2 Cl O H H 4-Cl

ClCH.sub.2 C(Me) Cl O H H 4-I

Cl(CH.sub.2).sub.3 Cl O H H 4-Cl

Cl(CH.sub.2).sub.3 Cl O H H 4-I

Cl(CH.sub.2).sub.3 Cl O H H 2,4-Cl.sub.2

Cl(CH.sub.2).sub.3 Br O H H 4-Cl

Cl(CH.sub.2).sub.3 I O H H 4-Cl

Cl(CH.sub.2).sub.3 Cl S H H 4-Cl

Cl(CH.sub.2).sub.3 Cl S H H 4-Bu-t

Br(CH.sub.2).sub.3 Cl O H H 4-Cl

Br(CH.sub.2).sub.3 Cl O H H 4-I

Br(CH.sub.2).sub.3 Cl O H H 2,4-Cl.sub.2

Br(CH.sub.2).sub.3 Br O H H 4-Cl

Br(CH.sub.2).sub.3 I O H H 4-Cl

Br(CH.sub.2).sub.3 Cl S H H 4-Cl

Br(CH.sub.2).sub.3 Cl S H H 4-Bu-t

I(CH.sub.2).sub.3 Cl O H H 4-Cl

I(CH.sub.2).sub.3 Cl O H H 4-I

I(CH.sub.2).sub.3 Cl O H H 2,4-Cl.sub.2

I(CH.sub.2).sub.3 Br O H H 4-Cl

I(CH.sub.2).sub.3 I O H H 4-Cl

I(CH.sub.2).sub.3 Cl S H H 4-Cl

I(CH.sub.2).sub.3 Cl S H H 4-Bu-t

MeCHClCH.sub.2 Cl O H H 4-Cl

MeCHClCH.sub.2 Cl O H H 4-I

MeCHBrCH.sub.2 Cl O H H 4-Cl

MeCHBrCH.sub.2 Cl O H H 4-I

Me.sub.2 CClC(Me).sub.2 Cl O H H 4-Cl

Me.sub.2 CClC(Me).sub.2 Cl O H H 4-I

Me.sub.2 CBrC(Me).sub.2 Cl O H H 4-Cl

Me.sub.2 CBrC(Me).sub.2 Cl O H H 4-I

MeCHClCH(Et) Cl O H H 4-Cl

MeCHClCH(Et) Cl O H H 4-I

MeCHBrCH(Et) Cl O H H 4-Cl

MeCHBrCH(Et) Cl O H H 4-I

MeCHClCH(Pr) Cl O H H 4-Cl

MeCHClCH(Pr) Cl O H H 4-I

MeCHBrCH(Pr) Cl O H H 4-Cl

MeCHBrCH(Pr) Cl O H H 4-I

MeCHClCH(Pr-i) Cl O H H 4-Cl

MeCHClCH(Pr-i) Cl O H H 4-I

MeCHBrCH(Pr-i) Cl O H H 4-Cl

MeCHBrCH(Pr-i) Cl O H H 4-I

MeCHClCH(Bu) Cl O H H 4-Cl

MeCHClCH(Bu) Cl O H H 4-I

MeCHBrCH(Bu) Cl O H H 4-Cl

MeCHBrCH(Bu) Cl O H H 4-I

MeCHClCH(Pen) Cl O H H 4-Cl

MeCHClCH(Pen) Cl O H H 4-I

MeCHBrCH(Pen) Cl O H H 4-Cl

MeCHBrCH(Pen) Cl O H H 4-I

Me.sub.2 CClCH.sub.2 Cl O H H 4-Cl

Me.sub.2 CClCH.sub.2 Cl O H H 4-Br

Me.sub.2 CClCH.sub.2 Br O H H 4-Cl

Me.sub.2 CClCH.sub.2 Br O H H 4-I

Me.sub.2 CClCH.sub.2 I O H H 4-Cl

Me.sub.2 CClCH.sub.2 I O H H 4-I

Me.sub.2 CClCH.sub.2 Cl O H H 2,4-Cl.sub.2

Me.sub.2 CClCH.sub.2 Pr-i O H H 4-Cl

Me.sub.2 CClCH.sub.2 SPr O H H 4-Cl

Me.sub.2 CClCH.sub.2 Br O OMe H 4-Cl

Me.sub.2 CClCH.sub.2 Cl O H H 4-Bu-t

Me.sub.2 CClCH.sub.2 Cl O H H 3-OBu

Me.sub.2 CClCH.sub.2 Cl O H H 4-F

Me.sub.2 CClCH.sub.2 Cl S H H 4-Cl

Me.sub.2 CClCH.sub.2 Cl S H H 4-Bu-t

Me.sub.2 CClCH.sub.2 Cl S H H 4-CF.sub.3

Me.sub.2 CClCH.sub.2 Cl S H H 4-CH(OH)Et

Me.sub.2 CClCH.sub.2 Cl S H H 4-OCH.sub.2 CHCHMe

Me.sub.2 CBrCH.sub.2 Cl O H H 4-Cl

Me.sub.2 CBrCH.sub.2 Cl O H H 4-Br

Me.sub.2 CBrCH.sub.2 Br O H H 4-Cl

Me.sub.2 CBrCH.sub.2 I O H H 4-Cl

Me.sub.2 CBrCH.sub.2 H O H H 4-Cl

Me.sub.2 CBrCH.sub.2 H O H H 4-I

Me.sub.2 CBrCH.sub.2 Cl O H H 2,4-Cl.sub.2

Me.sub.2 CBrCH.sub.2 Bu O H H 4-Cl

Me.sub.2 CBrCH.sub.2 SOEt O H H 4-Cl

Me.sub.2 CBrCH.sub.2 I O Cl H 4-Cl

Me.sub.2 CBrCH.sub.2 Cl O H H 4-OBu-s

Me.sub.2 CBrCH.sub.2 Cl S H H 4-Cl

Me.sub.2 CBrCH.sub.2 Cl S H H 4-Bu-t

Me.sub.2 CBrCH.sub.2 Cl S H H 4-Ph

Me.sub.2 CBrCH.sub.2 Cl S H H 4-OPh

Me.sub.2 CBrCH.sub.2 Cl S H H 4-CH(OMe)Et

MeCHClCH(Me) Cl O H H 4-Cl

MeCHClCH(Me) Cl O H H 4-I

MeCHBrCH(Me) Cl O H h 4-Cl

MeCHBrCH(Me) Cl O H h 4-I

MeCHClC(Me).sub.2 Cl O H H 4-Cl

MeCHClC(Me).sub.2 Cl O H H 4-I

MeCHBrC(Me).sub.2 Cl O H H 4-Cl

MeCHBrC(Me).sub.2 Cl O H H 4-I

Me.sub.2 CClCH(Me) Cl O H H 4-Cl

Me.sub.2 CClCH(Me) Cl O H H 4-I

Me.sub.2 CBrCH(Me) Cl O H H 4-Cl

Me.sub.2 CBrCH(Me) Cl O H H 4-I

Me.sub.2 CClCH(Bu-t) Cl O H H 4-Cl

Me.sub.2 CClCH(Bu-t) Cl O H H 4-I

Me.sub.2 CBrCH(Bu-t) Cl O H H 4-Cl

Me.sub.2 CBrCH(Bu-t) Cl O H H 4-I

MeCHClC(Me)(Et) Cl O H H 4-Cl

MeCHClC(Me)(Et) Cl O H H 4-I

MeCHBrC(Me)(Et) Cl O H H 4-Cl

MeCHBrC(Me)(Et) Cl O H H 4-I

Cl(CH.sub.2).sub.4 Cl O H H 4-Cl

Cl(CH.sub.2).sub.4 Cl O H H 2,4-Cl.sub.2

Cl(CH.sub.2).sub.4 Cl O H H 4-I

Cl(CH.sub.2).sub.4 Br O H H 4-Cl

Cl(CH.sub.2).sub.4 I O H H 4-Cl

Cl(CH.sub.2).sub.4 Cl S H H 4-Cl

Cl(CH.sub.2).sub.4 Cl S H H 4-Bu-t

Br(CH.sub.2).sub.4 Cl O H H 4-Cl

Br(CH.sub.2).sub.4 Cl O H H 2,4-Cl.sub.2

Br(CH.sub.2).sub.4 Cl O H H 4-I

Br(CH.sub.2).sub.4 Br O H H 4-Cl

Br(CH.sub.2).sub.4 I O H H 4-Cl

Br(CH.sub.2).sub.4 Cl S H H 4-Cl

Br(CH.sub.2).sub.4 Cl S H H 4-Bu-t

I(CH.sub.2).sub.4 Cl O H H 4-Cl

I(CH.sub.2).sub.4 Cl O H H 2,4-Cl.sub.2

I(CH.sub.2).sub.4 Cl O H H 4-I

I(CH.sub.2).sub.4 Br O H H 4-Cl

I(CH.sub.2).sub.4 I O H H 4-Cl

I(CH.sub.2).sub.4 Cl S H H 4-Cl

I(CH.sub.2).sub.4 Cl S H H 4-Bu-t

MeCHClCH.sub.2 CH.sub.2 Cl O H H 4-Cl

MeCHClCH.sub.2 CH.sub.2 Cl O H H 4-I

Cl(CH.sub.2).sub.5 Cl O H H 4-Cl

Cl(CH.sub.2).sub.5 Cl O H H 4-I

Br(CH.sub.2).sub.5 Cl O H H 4-Cl

Br(CH.sub.2).sub.5 Cl O H H 4-I

I(CH.sub.2).sub.5 Cl O H H 4-Cl

I(CH.sub.2).sub.5 Cl O H H 4-I

MeCHBrCH.sub.2 CH.sub.2 CH.sub.2

Cl O H H 4-Cl

MeCHBrCH.sub.2 CH.sub.2 CH.sub.2

Cl O H H 4-I

Cl(CH.sub.2).sub.6 Cl O H H 4-Cl

Cl(CH.sub.2).sub.6 Cl O H H 4-I

I(CH.sub.2).sub.6 Cl O H H 4-Cl

I(CH.sub.2).sub.6 Cl O H H 4-I

Br(CH.sub.2).sub.8 Cl O H H 4-Cl

Br(CH.sub.2).sub.8 Cl O H H 4-I

I(CH.sub.2).sub.8 Cl O H H 4-Cl

I(CH.sub.2).sub.8 Cl O H H 4-I

EtCHClCH.sub.2 Cl O H H 4-Cl

EtCHClCH.sub.2 Cl O H H 4-I

EtCHBrCH.sub.2 Cl O H H 4-Cl

EtCHBrCH.sub.2 Cl O H H 4-I

i-PrCCl(Et)CH.sub.2 Cl O H H 4-Cl

i-PrCCl(Et)CH.sub.2 Cl O H H 4-Br

i-PrCCl(Et)CH.sub.2 Cl O H H 4-I

i-PrCCl(Et)CH.sub.2 Br O H H 4-Cl

i-PrCCl(Et)CH.sub.2 Br O H H 4-I

i-PrCCl(Et)CH.sub.2 I O H H 4-Cl

i-PrCCl(Et)CH.sub.2 I O H H 4-I

i-PrCCl(Et)CH.sub.2 Cl O H H 2,4-Cl.sub.2

i-PrCCl(Et)CH.sub.2 OMe O H H 4-Br

i-PrCCl(Et)CH.sub.2 SO.sub.2 Pr

O H H 4-Cl

i-PrCCl(Et)CH.sub.2 Cl O H H 4-OPr

i-PrCCl(Et)CH.sub.2 Cl O H H 4-CF.sub.3

i-PrCCl(Et)CH.sub.2 Cl O H H 2,4,5-Cl.sub. 3

i-PrCCl(Et)CH.sub.2 Cl S H H 4-Cl

i-PrCCl(Et)CH.sub.2 Cl S H H 4-Bu-t

i-PrCCl(Et)CH.sub.2 Cl S H H 4-C.sub.6 H.sub.4 Cl-'

i-PrCCl(Et)CH.sub.2 Cl S H H 4-OC.sub.6 H.sub.4 F-4'

i-PrCCl(Et)CH.sub.2 Cl S H H 4-SiMe.sub.3

i-PrCBr(Et)CH.sub.2 Cl O H H 4-Cl

i-PrCBr(Et)CH.sub.2 Cl O H H 4-Br

i-PrCBr(Et)CH.sub.2 Cl O H H 4-I

i-PrCBr(Et)CH.sub.2 Br O H H 4-Cl

›DETAILED DESCRIPTION OF THE INVENTION · 8 of 34

i-PrCBr(Et)CH.sub.2 I O H H 4-Cl

i-PrCBr(Et)CH.sub.2 H O H H 4-Cl

i-PrCBr(Et)CH.sub.2 H O H H 4-I

i-PrCBr(Et)CH.sub.2 Cl O H H 2,4-Cl.sub.2

i-PrCBr(Et)CH.sub.2 Cl O H H 2-F, 4-Cl

i-PrCBr(Et)CH.sub.2 OEt O H H 4-Cl

i-PrCBr(Et)CH.sub.2 Cl O H Me 4-I

i-PrCBr(Et)CH.sub.2 Cl O H H 4-Me

i-PrCBr(Et)CH.sub.2 Cl O H H 2,5-Me.sub.2

i-PrCBr(Et)CH.sub.2 Cl O H H 4-OCHF.sub.2

i-PrCBr(Et)CH.sub.2 Cl O H H 2,4,5-Cl.sub.3

i-PrCBr(Et)CH.sub.2 Cl S H H 4-Cl

i-PrCBr(Et)CH.sub.2 Cl S H H 4-Bu-t

i-PrCBr(Et)CH.sub.2 Cl S H H 3-Me

i-PrCBr(Et)CH.sub.2 Cl S H H 4-CHCHMe

i-PrCBr(Et)CH.sub.2 Cl S H H 4-C(Me).sub.2 CH.sub.2

CN

i-PrCBr(Et)CH.sub.2 Cl S H H 4-O(CH.sub.2).sub.3 OMe

EtCCl(Me)CH.sub.2 Cl O H H 4-Cl

EtCCl(Me)CH.sub.2 Cl O H H 4-Br

EtCCl(Me)CH.sub.2 Cl O H H 4-I

EtCCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2

EtCCl(Me)CH.sub.2 Br O H H 4-Cl

EtCCl(Me)CH.sub.2 Br O H H 4-I

EtCCl(Me)CH.sub.2 I O H H 4-Cl

EtCCl(Me)CH.sub.2 I O H H 4-I

EtCCl(Me)CH.sub.2 F O H H 4-Cl

EtCCl(Me)CH.sub.2 Me O H H 4-Cl

EtCCl(Me)CH.sub.2 OMe O H H 4-Cl

EtCCl(Me)CH.sub.2 OMe O H H 4-I

EtCCl(Me)CH.sub.2 SMe O H H 4-Cl

EtCCl(Me)CH.sub.2 SMe O H H 4-I

EtCCl(Me)CH.sub.2 SO.sub.2 Me

O H H 4-Cl

EtCCl(Me)CH.sub.2 Cl O H Me 4-Cl

EtCCl(Me)CH.sub.2 Cl O Cl H 4-Cl

EtCCl(Me)CH.sub.2 Cl O H H 2,Cl, 4-Br

EtCCl(Me)CH.sub.2 OBu O H H 4-Cl

EtCCl(Me)CH.sub.2 Cl O H Et 4-Cl

EtCCl(Me)CH.sub.2 Cl O H H 4-Bu-s

EtCCl(Me)CH.sub.2 Cl O H H 3,4-Cl.sub.2

EtCCl(Me)CH.sub.2 Cl O H H 4-OCF.sub.3

EtCCl(Me)CH.sub.2 Cl O H H 2,4-F.sub.2

EtCCl(Me)CH.sub.2 Cl S H H 4-Cl

EtCCl(Me)CH.sub.2 Cl S H H 4-Bu-t

EtCCl(Me)CH.sub.2 Cl S H H 4-Me

EtCCl(Me)CH.sub.2 Cl S H H 4-OPr

EtCCl(Me)CH.sub.2 Cl S H H 4-CH.sub.2(C.sub.6

H.sub.3 Cl.sub.2 -2,4)

EtCCl(Me)CH.sub.2 Cl S H H 4-COC.sub.6 H.sub.4

Cl-4'

EtCCl(Me)CH.sub.2 Cl S H H 4-OCH(Me)CH.sub.2 OEt

EtCBr(Me)CH.sub.2 Cl O H H 4-Cl

EtCBr(Me)CH.sub.2 Cl O H H 4-Br

EtCBr(Me)CH.sub.2 Cl O H H 4-I

EtCBr(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2

EtCBr(Me)CH.sub.2 Br O H H 4-Cl

EtCBr(Me)CH.sub.2 Br O H H 4-I

EtCBr(Me)CH.sub.2 I O H H 4-Cl

EtCBr(Me)CH.sub.2 I O H H 4-I

EtCBr(Me)CH.sub.2 F O H H 4-Cl

EtCBr(Me)CH.sub.2 Me O H H 4-Cl

EtCBr(Me)CH.sub.2 OMe O H H 4-Cl

EtCBr(Me)CH.sub.2 SMe O H H 4-Cl

EtCBr(Me)CH.sub.2 Cl O H Me 4-Cl

EtCBr(Me)CH.sub.2 Br O H Me 4-Cl

EtCBr(Me)CH.sub.2 Cl O H H 3-CF.sub.3

EtCBr(Me)CH.sub.2 Cl O H H 4-Ph

EtCBr(Me)CH.sub.2 Cl O H H 4-OCH.sub.2 CF.sub.3

EtCBr(Me)CH.sub.2 Cl O H H 2,6-Cl.sub.2

EtCBr(Me)CH.sub.2 Cl S H H 4-Cl

EtCBr(Me)CH.sub.2 Cl S H H 4-Bu-t

EtCBr(Me)CH.sub.2 Cl S H H 4-OC.sub. 10 H.sub.21

EtCBr(Me)CH.sub.2 Cl S H H 4-C.sub.6 H.sub.4 F-4'

EtCBr(Me)CH.sub.2 Cl S H H 4-CH.sub.2(C.sub.6

H.sub.3 Cl.sub.2 -3,5)

Et.sub.2 CClCH.sub.2 Cl O H H 4-Cl

Et.sub.2 CClCH.sub.2 Cl O H H 4-Br

Et.sub.2 CClCH.sub.2 Cl O H H 4-I

Et.sub.2 CClCH.sub.2 Cl O H H 2,4-Cl.sub.2

Et.sub.2 CClCH.sub.2 Br O H H 4-Cl

Et.sub.2 CClCH.sub.2 Br O H H 4-I

Et.sub.2 CClCH.sub.2 I O H H 4-Cl

Et.sub.2 CClCH.sub.2 I O H H 4-I

Et.sub.2 CClCH.sub.2 F O H H 4-Cl

Et.sub.2 CClCH.sub.2 Me O H H 4-Cl

Et.sub.2 CClCH.sub.2 OMe O H H 4-Cl

Et.sub.2 CClCH.sub.2 OMe O H H 4-I

Et.sub.2 CClCH.sub.2 SMe O H H 4-Cl

Et.sub.2 CClCH.sub.2 Cl O H H 4-OC.sub.10 H.sub.21

Et.sub.2 CClCH.sub.2 SO.sub.2 Me

O H H 4-Cl

Et.sub.2 CClCH.sub.2 Cl O H Me 4-Cl

Et.sub.2 CClCH.sub.2 Cl O Cl H 4-Cl

Et.sub.2 CClCH.sub.2 F O H H 4-I

Et.sub.2 CClCH.sub.2 SMe O H H 2,4-Cl.sub.2

Et.sub.2 CClCH.sub.2 I O H Me 4-Cl

Et.sub.2 CClCH.sub.2 Cl O H H 4-C.sub.6 H.sub.4 Cl-4'

Et.sub.2 CClCH.sub.2 Cl O H H 4-CN

Et.sub.2 CClCH.sub.2 Cl O H H 4-OCH.sub.2 CH.sub.2NHCOOE

t

Et.sub.2 CClCH.sub.2 Cl S H H 4-Cl

Et.sub.2 CClCH.sub.2 Cl S H H 4-Bu-t

Et.sub.2 CClCH.sub.2 Cl S H H 4-Hex

Et.sub.2 CClCH.sub.2 Cl S H H 4-OC(Me).sub.2 CH.sub.2

OPr

Et.sub.2 CClCH.sub.2 Cl S H H 4-OCH.sub.2 CHCH.sub.2

Et.sub.2 CClCH.sub.2 Cl S H H 4-CH.sub.2 CH.sub.2 Ph

Et.sub.2 CBrCH.sub.2 Cl O H H 4-Cl

Et.sub.2 CBrCH.sub.2 Cl O H H 4-Br

Et.sub.2 CBrCH.sub.2 Cl O H H 4-I

Et.sub.2 CBrCH.sub.2 Cl O H H 2,4-Cl.sub.2

Et.sub.2 CBrCH.sub.2 Br O H H 4-Cl

Et.sub.2 CBrCH.sub.2 I O H H 4-Cl

Et.sub.2 CBrCH.sub.2 H O H H 4-Cl

Et.sub.2 CBrCH.sub.2 H O H H 4-I

Et.sub.2 CBrCH.sub.2 F O H H 4-Cl

Et.sub.2 CBrCH.sub.2 Me O H H 4-Cl

Et.sub.2 CBrCH.sub.2 OMe O H H 4-Cl

Et.sub.2 CBrCH.sub.2 SMe O H H 4-Cl

Et.sub.2 CBrCH.sub.2 Me O H H 4-Br

Et.sub.2 CBrCH.sub.2 Cl O OH H 4-Cl

Et.sub.2 CBrCH.sub.2 Cl O H H 4-Pr

Et.sub.2 CBrCH.sub.2 Cl O H H 2-Cl, 4-F

Et.sub.2 CBrCH.sub.2 Cl S H H 4-Cl

Et.sub.2 CBrCH.sub.2 Cl S H H 4-Bu-t

Et.sub.2 CBrCH.sub.2 Cl S H H 4-(Q4)

Et.sub.2 CBrCH.sub.2 Cl S H H 4-OCH.sub.2 CH.sub.2NHCOOE

t

t-BuCHBrCH.sub.2 Cl O H H 4-Cl

t-BuCHBrCH.sub.2 Cl O H H 4-I

t-BuCHBrCH.sub.2 Br O H H 4-Cl

t-BuCHBrCH.sub.2 I O H H 4-Cl

t-BuCHBrCH.sub.2 Cl O H H 4-Cl

t-BuCHBrCH.sub.2 Cl O H H 4-I

EtCHClCH(Me) Cl O H H 4-Cl

EtCHClCH(Me) Cl O H H 4-I

EtCHBrCH(Me) Cl O H H 4-Cl

EtCHBrCH(Me) Cl O H H 4-I

EtCHClCH(Et) Cl O H H 4-Cl

EtCHClCH(Et) Cl O H H 4-I

EtCHBrCH(Me) Cl O H H 4-Cl

EtCHBrCH(Et) Cl O H H 4-I

EtCHClCH(Pr) Cl O H H 4-Cl

EtCHClCH(Pr) Cl O H H 4-I

EtCHBrCH(Pr) Cl O H H 4-Cl

EtCHBrCH(Pr) Cl O H H 4-I

i-PrCHClCH.sub.2 Cl O H H 4-Cl

i-PrCHClCH.sub.2 Cl O H H 4-I

i-PrCHBrCH.sub.2 Cl O H H 4-Cl

i-PrCHBrCH.sub.2 Cl O H H 4-I

EtCHClC(Me).sub.2 Cl O H H 4-Cl

EtCHClC(Me).sub.2 Cl O H H 4-I

EtCHBrC(Me).sub.2 Cl O H H 4-Cl

EtCHBrC(Me).sub.2 Cl O H H 4-I

EtCCl(Me)CH(Me) Cl O H H 4-Cl

EtCCl(Me)CH(Me) Cl O H H 4-I

EtCBr(Me)CH(Me) Cl O H H 4-Cl

EtCBr(Me)CH(Me) Cl O H H 4-I

i-PrCHClCH(Me) Cl O H H 4-Cl

i-PrCHClCH(Me) Cl O H H 4-I

i-PrCHBrCH(Me) Cl O H H 4-Cl

i-PrCHBrCH(Me) Cl O H H 4-I

t-BuCCl(Me)CH.sub.2 Cl O H H 4-Cl

t-BuCCl(Me)CH.sub.2 Cl O H H 4-Br

t-BuCCl(Me)CH.sub.2 Cl O H H 4-I

t-BuCCl(Me)CH.sub.2 Br O H H 4-Cl

t-BuCCl(Me)CH.sub.2 Br O H H 4-I

t-BuCCl(Me)CH.sub.2 I O H H 4-Cl

t-BuCCl(Me)CH.sub.2 I O H H 4-I

t-BuCCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2

t-BuCCl(Me)CH.sub.2 F O H H 4-Cl

t-BuCCl(Me)CH.sub.2 Me O H H 4-Cl

t-BuCCl(Me)CH.sub.2 OMe O H H 4-Cl

t-BuCCl(Me)CH.sub.2 OMe O H H 4-I

t-BuCCl(Me)CH.sub.2 SMe O H H 4-Cl

t-BuCCl(Me)CH.sub.2 Me O H H 4-I

t-BuCCl(Me)CH.sub.2 Cl O H H 2-F, 4-Cl

t-BuCCl(Me)CH.sub.2 OEt O H H 4-Cl

t-BuCCl(Me)CH.sub.2 Cl O H Me 4-I

t-BuCCl(Me)CH.sub.2 Cl O H H 4-Me

t-BuCCl(Me)CH.sub.2 Cl O H H 2,5-Me.sub.2

t-BuCCl(Me)CH.sub.2 Cl O H H 4-OCHF.sub.2

›DETAILED DESCRIPTION OF THE INVENTION · 9 of 34

t-BuCCl(Me)CH.sub.2 Cl S H H 4-Cl

t-BuCCl(Me)CH.sub.2 Cl S H H 4-Bu-t

t-BuCCl(Me)CH.sub.2 Cl S H H 3-Me

t-BuCCl(Me)CH.sub.2 Cl S H H 4-SMe

t-BuCCl(Me)CH.sub.2 Cl S H H 4-I

t-BuCCl(Me)CH.sub.2 Cl S H H 4-SPr

t-BuCBr(Me)CH.sub.2 Cl O H H 4-Cl

t-BuCBr(Me)CH.sub.2 Cl O H H 4-Br

t-BuCBr(Me)CH.sub.2 Cl O H H 4-I

t-BuCBr(Me)CH.sub.2 Br O H H 4-Cl

t-BuCBr(Me)CH.sub.2 Br O H H 4-I

t-BuCBr(Me)CH.sub.2 I O H H 4-Cl

t-BuCBr(Me)CH.sub.2 I O H H 4-I

Br(CH.sub.2).sub.6 CHClCH.sub.2

Cl O H H 4-Cl

Br(CH.sub.2).sub.6 CHClCH.sub.2

Cl O H H 4-I

Br(CH.sub.2).sub.6 CHBrCH.sub.2

Cl O H H 4-Cl

Br(CH.sub.2).sub.6 CHBrCH.sub.2

Cl O H H 4-I

ClCH.sub.2 CH(Me) Cl O H H 4-Cl

ClCH.sub.2 CH(Me) Cl O H H 4-I

ClCH.sub.2 C(Me).sub.2 Cl O H H 4-Cl

ClCH.sub.2 C(Me) Cl O H H 4-I

Cl(CH.sub.2).sub.3 Cl O H H 4-Cl

Cl(CH.sub.2).sub.3 Cl O H H 4-I

Cl(CH.sub.2).sub.3 Cl O H H 2,4-Cl.sub.2

Cl(CH.sub.2).sub.3 Br O H H 4-Cl

Cl(CH.sub.2).sub.3 I O H H 4-Cl

Cl(CH.sub.2).sub.3 Cl S H H 4-Cl

Cl(CH.sub.2).sub.3 Cl S H H 4-Bu-t

Br(CH.sub.2).sub.3 Cl O H H 4-Cl

Br(CH.sub.2).sub.3 Cl O H H 4-I

Br(CH.sub.2).sub.3 Cl O H H 2,4-Cl.sub.2

Br(CH.sub.2).sub.3 Br O H H 4-Cl

Br(CH.sub.2).sub.3 I O H H 4-Cl

Br(CH.sub.2).sub.3 Cl S H H 4-Cl

Br(CH.sub.2).sub.3 Cl S H H 4-Bu-t

I(CH.sub.2).sub.3 Cl O H H 4-Cl

I(CH.sub.2).sub.3 Cl O H H 4-I

I(CH.sub.2).sub.3 Cl O H H 2,4-Cl.sub.2

I(CH.sub.2).sub.3 Br O H H 4-Cl

I(CH.sub.2).sub.3 I O H H 4-Cl

I(CH.sub.2).sub.3 Cl S H H 4-Cl

I(CH.sub.2).sub.3 Cl S H H 4-Bu-t

MeCHClCH.sub.2 Cl O H H 4-Cl

MeCHClCH.sub.2 Cl O H H 4-I

MeCHBrCH.sub.2 Cl O H H 4-Cl

MeCHBrCH.sub.2 Cl O H H 4-I

Me.sub.2 CClC(Me).sub.2 Cl O H H 4-Cl

Me.sub.2 CClC(Me).sub.2 Cl O H H 4-I

Me.sub.2 CBrC(Me).sub.2 Cl O H H 4-Cl

Me.sub.2 CBrC(Me).sub.2 Cl O H H 4-I

MeCHClCH(Et) Cl O H H 4-Cl

MeCHClCH(Et) Cl O H H 4-I

MeCHBrCH(Et) Cl O H H 4-Cl

MeCHBrCH(Et) Cl O H H 4-I

MeCHClCH(Pr) Cl O H H 4-Cl

MeCHClCH(Pr) Cl O H H 4-I

MeCHBrCH(Pr) Cl O H H 4-Cl

MeCHBrCH(Pr) Cl O H H 4-I

MeCHClCH(Pr-i) Cl O H H 4-Cl

MeCHClCH(Pr-i) Cl O H H 4-I

MeCHBrCH(Pr-i) Cl O H H 4-Cl

MeCHBrCH(Pr-i) Cl O H H 4-I

MeCHClCH(Bu) Cl O H H 4-Cl

MeCHClCH(Bu) Cl O H H 4-I

MeCHBrCH(Bu) Cl O H H 4-Cl

MeCHBrCH(Bu) Cl O H H 4-I

MeCHClCH(Pen) Cl O H H 4-Cl

MeCHClCH(Pen) Cl O H H 4-I

MeCHBrCH(Pen) Cl O H H 4-Cl

MeCHBrCH(Pen) Cl O H H 4-I

Me.sub.2 CClCH.sub.2 Cl O H H 4-Cl

Me.sub.2 CClCH.sub.2 Cl O H H 4-Br

Me.sub.2 CClCH.sub.2 Br O H H 4-Cl

Me.sub.2 CClCH.sub.2 Br O H H 4-I

Me.sub.2 CClCH.sub.2 I O H H 4-Cl

Me.sub.2 CClCH.sub.2 I O H H 4-I

Me.sub.2 CClCH.sub.2 Cl O H H 2,4-Cl.sub.2

Me.sub.2 CClCH.sub.2 Pr-i O H H 4-Cl

Me.sub.2 CClCH.sub.2 SPr O H H 4-Cl

Me.sub.2 CClCH.sub.2 Br O OMe H 4-Cl

Me.sub.2 CClCH.sub.2 Cl O H H 4-Bu-t

Me.sub.2 CClCH.sub.2 Cl O H H 3-OBu

Me.sub.2 CClCH.sub.2 Cl O H H 4-F

Me.sub.2 CClCH.sub.2 Cl S H H 4-Cl

Me.sub.2 CClCH.sub.2 Cl S H H 4-Bu-t

Me.sub.2 CClCH.sub.2 Cl S H H 4-CF.sub.3

Me.sub.2 CClCH.sub.2 Cl S H H 4-CH(OH)Et

Me.sub.2 CClCH.sub.2 Cl S H H 4-OCH.sub.2 CHCHMe

Me.sub.2 CBrCH.sub.2 Cl O H H 4-Cl

Me.sub.2 CBrCH.sub.2 Cl O H H 4-Br

Me.sub.2 CBrCH.sub.2 Br O H H 4-Cl

Me.sub.2 CBrCH.sub.2 I O H H 4-Cl

Me.sub.2 CBrCH.sub.2 H O H H 4-Cl

Me.sub.2 CBrCH.sub.2 H O H H 4-I

Me.sub.2 CBrCH.sub.2 Cl O H H 2,4-Cl.sub.2

Me.sub.2 CBrCH.sub.2 Bu O H H 4-Cl

Me.sub.2 CBrCH.sub.2 SOEt O H H 4-Cl

Me.sub.2 CBrCH.sub.2 I O Cl H 4-Cl

Me.sub.2 CBrCH.sub.2 Cl O H H 4-OBu-s

Me.sub.2 CBrCH.sub.2 Cl S H H 4-Cl

Me.sub.2 CBrCH.sub.2 Cl S H H 4-Bu-t

Me.sub.2 CBrCH.sub.2 Cl S H H 4-Ph

Me.sub.2 CBrCH.sub.2 Cl S H H 4-OPh

Me.sub.2 CBrCH.sub.2 Cl S H H 4-CH(OMe)Et

MeCHClCH(Me) Cl O H H 4-Cl

MeCHClCH(Me) Cl O H H 4-I

MeCHBrCH(Me) Cl O H h 4-Cl

MeCHBrCH(Me) Cl O H h 4-I

MeCHClC(Me).sub.2 Cl O H H 4-Cl

MeCHClC(Me).sub.2 Cl O H H 4-I

MeCHBrC(Me).sub.2 Cl O H H 4-Cl

MeCHBrC(Me).sub.2 Cl O H H 4-I

Me.sub.2 CClCH(Me) Cl O H H 4-Cl

Me.sub.2 CClCH(Me) Cl O H H 4-I

Me.sub.2 CBrCH(Me) Cl O H H 4-Cl

Me.sub. 2 CBrCH(Me) Cl O H H 4-I

Me.sub.2 CClCH(Bu-t) Cl O H H 4-Cl

Me.sub.2 CClCH(Bu-t) Cl O H H 4-I

Me.sub.2 CBrCH(Bu-t) Cl O H H 4-Cl

Me.sub.2 CBrCH(Bu-t) Cl O H H 4-I

MeCHClC(Me)(Et) Cl O H H 4-Cl

MeCHClC(Me)(Et) Cl O H H 4-I

MeCHBrC(Me)(Et) Cl O H H 4-Cl

MeCHBrC(Me)(Et) Cl O H H 4-I

Cl(CH.sub.2).sub.4 Cl O H H 4-Cl

Cl(CH.sub.2).sub.4 Cl O H H 2,4-Cl.sub.2

Cl(CH.sub.2).sub.4 Cl O H H 4-I

Cl(CH.sub.2).sub.4 Br O H H 4-Cl

Cl(CH.sub.2).sub.4 I O H H 4-Cl

Cl(CH.sub.2).sub.4 Cl S H H 4-Cl

Cl(CH.sub.2).sub.4 Cl S H H 4-Bu-t

Br(CH.sub.2).sub.4 Cl O H H 4-Cl

Br(CH.sub.2).sub.4 Cl O H H 2,4-Cl.sub.2

Br(CH.sub.2).sub.4 Cl O H H 4-I

Br(CH.sub.2).sub.4 Br O H H 4-Cl

Br(CH.sub.2).sub.4 I O H H 4-Cl

Br(CH.sub.2).sub.4 Cl S H H 4-Cl

Br(CH.sub.2).sub.4 Cl S H H 4-Bu-t

I(CH.sub.2).sub.4 Cl O H H 4-Cl

I(CH.sub.2).sub.4 Cl O H H 2,4-Cl.sub.2

I(CH.sub.2).sub.4 Cl O H H 4-I

I(CH.sub.2).sub.4 Br O H H 4-Cl

I(CH.sub.2).sub.4 I O H H 4-Cl

I(CH.sub.2).sub.4 Cl S H H 4-Cl

I(CH.sub.2).sub.4 Cl S H H 4-Bu-t

MeCHClCH.sub.2 CH.sub.2 Cl O H H 4-Cl

MeCHClCH.sub.2 CH.sub.2 Cl O H H 4-I

Cl(CH.sub.2).sub.5 Cl O H H 4-Cl

Cl(CH.sub.2).sub.5 Cl O H H 4-I

Br(CH.sub.2).sub.5 Cl O H H 4-Cl

Br(CH.sub.2).sub.5 Cl O H H 4-I

I(CH.sub.2).sub.5 Cl O H H 4-Cl

I(CH.sub.2).sub.5 Cl O H H 4-I

MeCHBrCH.sub.2 CH.sub.2 CH.sub.2

Cl O H H 4-Cl

MeCHBrCH.sub.2 CH.sub.2 CH.sub.2

Cl O H H 4-I

Cl(CH.sub.2).sub.6 Cl O H H 4-Cl

Cl(CH.sub.2).sub.6 Cl O H H 4-I

I(CH.sub.2).sub.6 Cl O H H 4-Cl

I(CH.sub.2).sub.6 Cl O H H 4-I

Br(CH.sub.2).sub.8 Cl O H H 4-Cl

Br(CH.sub.2).sub.8 Cl O H H 4-I

I(CH.sub.2).sub.8 Cl O H H 4-Cl

I(CH.sub.2).sub.8 Cl O H H 4-I

EtCHClCH.sub.2 Cl O H H 4-Cl

EtCHClCH.sub.2 Cl O H H 4-I

EtCHBrCH.sub.2 Cl O H H 4-Cl

EtCHBrCH.sub.2 Cl O H H 4-I

i-PrCCl(Et)CH.sub.2 Cl O H H 4-Cl

i-PrCCl(Et)CH.sub.2 Cl O H H 4-Br

i-PrCCl(Et)CH.sub.2 Cl O H H 4-I

i-PrCCl(Et)CH.sub.2 Br O H H 4-Cl

i-PrCCl(Et)CH.sub.2 Br O H H 4-I

i-PrCCl(Et)CH.sub.2 I O H H 4-Cl

i-PrCCl(Et)CH.sub.2 I O H H 4-I

i-PrCCl(Et)CH.sub.2 Cl O H H 2,4-Cl.sub.2

i-PrCCl(Et)CH.sub.2 OMe O H H 4-Br

i-PrCCl(Et)CH.sub.2 SO.sub.2 Pr

O H H 4-Cl

i-PrCCl(Et)CH.sub.2 Cl O H H 4-OPr

i-PrCCl(Et)CH.sub.2 Cl O H H 4-CF.sub.3

i-PrCCl(Et)CH.sub.2 Cl O H H 2,4,5-Cl.sub.3

i-PrCCl(Et)CH.sub.2 Cl S H H 4-Cl

i-PrCCl(Et)CH.sub.2 Cl S H H 4-Bu-t

i-PrCCl(Et)CH.sub.2 Cl S H H 4-C.sub.6 H.sub.4 Cl-'

i-PrCCl(Et)CH.sub.2 Cl S H H 4-OC.sub.6 H.sub.4 F-4'

›DETAILED DESCRIPTION OF THE INVENTION · 10 of 34

i-PrCCl(Et)CH.sub.2 Cl S H H 4-SiMe.sub.3

i-PrCBr(Et)CH.sub.2 Cl O H H 4-Cl

i-PrCBr(Et)CH.sub.2 Cl O H H 4-Br

i-PrCBr(Et)CH.sub.2 Cl O H H 4-I

i-PrCBr(Et)CH.sub.2 Br O H H 4-Cl

i-PrCBr(Et)CH.sub.2 I O H H 4-Cl

i-PrCBr(Et)CH.sub.2 H O H H 4-Cl

i-PrCBr(Et)CH.sub.2 H O H H 4-I

i-PrCBr(Et)CH.sub.2 Cl O H H 2,4-Cl.sub.2

i-PrCBr(Et)CH.sub.2 Cl O H H 2-F, 4-Cl

i-PrCBr(Et)CH.sub.2 OEt O H H 4-Cl

i-PrCBr(Et)CH.sub.2 Cl O H Me 4-I

i-PrCBr(Et)CH.sub.2 Cl O H H 4-Me

i-PrCBr(Et)CH.sub.2 Cl O H H 2,5-Me.sub.2

i-PrCBr(Et)CH.sub.2 Cl O H H 4-OCHF.sub.2

i-PrCBr(Et)CH.sub.2 Cl O H H 2,4,5-Cl.sub.3

i-PrCBr(Et)CH.sub.2 Cl S H H 4-Cl

i-PrCBr(Et)CH.sub.2 Cl S H H 4-Bu-t

i-PrCBr(Et)CH.sub.2 Cl S H H 3-Me

i-PrCBr(Et)CH.sub.2 Cl S H H 4-CHCHMe

i-PrCBr(Et)CH.sub.2 Cl S H H 4-C(Me).sub.2 CH.sub.2

CN

i-PrCBr(Et)CH.sub.2 Cl S H H 4-O(CH.sub.2).sub.3 OMe

EtCCl(Me)CH.sub.2 Cl O H H 4-Cl

EtCCl(Me)CH.sub.2 Cl O H H 4-Br

EtCCl(Me)CH.sub.2 Cl O H H 4-I

EtCCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2

EtCCl(Me)CH.sub.2 Br O H H 4-Cl

EtCCl(Me)CH.sub.2 Br O H H 4-I

EtCCl(Me)CH.sub.2 I O H H 4-Cl

EtCCl(Me)CH.sub.2 I O H H 4-I

EtCCl(Me)CH.sub.2 F O H H 4-Cl

EtCCl(Me)CH.sub.2 Me O H H 4-Cl

EtCCl(Me)CH.sub.2 OMe O H H 4-Cl

EtCCl(Me)CH.sub.2 OMe O H H 4-I

EtCCl(Me)CH.sub.2 SMe O H H 4-Cl

EtCCl(Me)CH.sub.2 SMe O H H 4-I

EtCCl(Me)CH.sub.2 SO.sub.2 Me

O H H 4-Cl

EtCCl(Me)CH.sub.2 Cl O H Me 4-Cl

EtCCl(Me)CH.sub.2 Cl O Cl H 4-Cl

EtCCl(Me)CH.sub.2 Cl O H H 2,Cl, 4-Br

EtCCl(Me)CH.sub.2 OBu O H H 4-Cl

EtCCl(Me)CH.sub.2 Cl O H Et 4-Cl

EtCCl(Me)CH.sub.2 Cl O H H 4-Bu-s

EtCCl(Me)CH.sub.2 Cl O H H 3,4-Cl.sub.2

EtCCl(Me)CH.sub.2 Cl O H H 4-OCF.sub.3

EtCCl(Me)CH.sub.2 Cl O H H 2,4-F.sub.2

EtCCl(Me)CH.sub.2 Cl S H H 4-Cl

EtCCl(Me)CH.sub.2 Cl S H H 4-Bu-t

EtCCl(Me)CH.sub.2 Cl S H H 4-Me

EtCCl(Me)CH.sub.2 Cl S H H 4-OPr

EtCCl(Me)CH.sub.2 Cl S H H 4-CH.sub.2(C.sub.6

H.sub.3 Cl.sub.2 -2,4)

EtCCl(Me)CH.sub.2 Cl S H H 4-COC.sub.6 H.sub.4

Cl-4'

EtCCl(Me)CH.sub.2 Cl S H H 4-OCH(Me)CH.sub.2 OEt

EtCBr(Me)CH.sub.2 Cl O H H 4-Cl

EtCBr(Me)CH.sub.2 Cl O H H 4-Br

EtCBr(Me)CH.sub.2 Cl O H H 4-I

EtCBr(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2

EtCBr(Me)CH.sub.2 Br O H H 4-Cl

EtCBr(Me)CH.sub.2 Br O H H 4-I

EtCBr(Me)CH.sub.2 I O H H 4-Cl

EtCBr(Me)CH.sub.2 I O H H 4-I

EtCBr(Me)CH.sub.2 F O H H 4-Cl

EtCBr(Me)CH.sub.2 Me O H H 4-Cl

EtCBr(Me)CH.sub.2 OMe O H H 4-Cl

EtCBr(Me)CH.sub.2 SMe O H H 4-Cl

EtCBr(Me)CH.sub.2 Cl O H Me 4-Cl

EtCBr(Me)CH.sub.2 Br O H Me 4-Cl

EtCBr(Me)CH.sub.2 Cl O H H 3-CF.sub.3

EtCBr(Me)CH.sub.2 Cl O H H 4-Ph

EtCBr(Me)CH.sub.2 Cl O H H 4-OCH.sub.2 CF.sub.3

EtCBr(Me)CH.sub.2 Cl O H H 2,6-Cl.sub.2

EtCBr(Me)CH.sub.2 Cl S H H 4-Cl

EtCBr(Me)CH.sub.2 Cl S H H 4-Bu-t

EtCBr(Me)CH.sub.2 Cl S H H 4-OC.sub.10 H.sub.21

EtCBr(Me)CH.sub.2 Cl S H H 4-C.sub.6 H.sub.4 F-4'

EtCBr(Me)CH.sub.2 Cl S H H 4-CH.sub.2(C.sub.6

H.sub.3 Cl.sub.2 -3,5)

Et.sub.2 CClCH.sub.2 Cl O H H 4-Cl

Et.sub.2 CClCH.sub.2 Cl O H H 4-Br

Et.sub.2 CClCH.sub.2 Cl O H H 4-I

Et.sub.2 CClCH.sub.2 Cl O H H 2,4-Cl.sub.2

Et.sub.2 CClCH.sub.2 Br O H H 4-Cl

Et.sub.2 CClCH.sub.2 Br O H H 4-I

Et.sub.2 CClCH.sub.2 I O H H 4-Cl

Et.sub.2 CClCH.sub.2 I O H H 4-I

Et.sub.2 CClCH.sub.2 F O H H 4-Cl

Et.sub.2 CClCH.sub.2 Me O H H 4-Cl

Et.sub.2 CClCH.sub.2 OMe O H H 4-Cl

Et.sub.2 CClCH.sub.2 OMe O H H 4-I

Et.sub.2 CClCH.sub.2 SMe O H H 4-Cl

Et.sub.2 CClCH.sub.2 Cl O H H 4-OC.sub.10 H.sub.21

Et.sub.2 CClCH.sub.2 SO.sub.2 Me

O H H 4-Cl

Et.sub.2 CClCH.sub.2 Cl O H Me 4-Cl

Et.sub.2 CClCH.sub.2 Cl O Cl H 4-Cl

Et.sub.2 CClCH.sub.2 F O H H 4-I

Et.sub.2 CClCH.sub.2 SMe O H H 2,4-Cl.sub.2

Et.sub.2 CClCH.sub.2 I O H Me 4-Cl

Et.sub.2 CClCH.sub.2 Cl O H H 4-C.sub.6 H.sub.4 Cl-4'

Et.sub.2 CClCH.sub.2 Cl O H H 4-CN

Et.sub.2 CClCH.sub.2 Cl O H H 4-OCH.sub.2 CH.sub.2NHCOOE

t

Et.sub.2 CClCH.sub. 2 Cl S H H 4-Cl

Et.sub.2 CClCH.sub.2 Cl S H H 4-Bu-t

Et.sub.2 CClCH.sub.2 Cl S H H 4-Hex

Et.sub.2 CClCH.sub.2 Cl S H H 4-OC(Me).sub.2 CH.sub.2

OPr

Et.sub.2 CClCH.sub.2 Cl S H H 4-OCH.sub.2 CHCH.sub.2

Et.sub.2 CClCH.sub.2 Cl S H H 4-CH.sub.2 CH.sub.2 Ph

Et.sub.2 CBrCH.sub.2 Cl O H H 4-Cl

Et.sub.2 CBrCH.sub.2 Cl O H H 4-Br

Et.sub.2 CBrCH.sub.2 Cl O H H 4-I

Et.sub.2 CBrCH.sub.2 Cl O H H 2,4-Cl.sub.2

Et.sub.2 CBrCH.sub.2 Br O H H 4-Cl

Et.sub.2 CBrCH.sub.2 I O H H 4-Cl

Et.sub.2 CBrCH.sub.2 H O H H 4-Cl

Et.sub.2 CBrCH.sub.2 H O H H 4-I

Et.sub.2 CBrCH.sub.2 F O H H 4-Cl

Et.sub.2 CBrCH.sub.2 Me O H H 4-Cl

Et.sub.2 CBrCH.sub.2 OMe O H H 4-Cl

Et.sub.2 CBrCH.sub.2 SMe O H H 4-Cl

Et.sub.2 CBrCH.sub.2 Me O H H 4-Br

Et.sub.2 CBrCH.sub.2 Cl O OH H 4-Cl

Et.sub.2 CBrCH.sub.2 Cl O H H 4-Pr

Et.sub. 2 CBrCH.sub.2 Cl O H H 2-Cl, 4-F

Et.sub.2 CBrCH.sub.2 Cl S H H 4-Cl

Et.sub.2 CBrCH.sub.2 Cl S H H 4-Bu-t

Et.sub.2 CBrCH.sub.2 Cl S H H 4-(Q4)

Et.sub.2 CBrCH.sub.2 Cl S H H 4-OCH.sub.2 CH.sub.2NHCOOE

t

t-BuCHBrCH.sub.2 Cl O H H 4-Cl

t-BuCHBrCH.sub.2 Cl O H H 4-I

t-BuCHBrCH.sub.2 Br O H H 4-Cl

t-BuCHBrCH.sub.2 I O H H 4-Cl

t-BuCHBrCH.sub.2 Cl O H H 4-Cl

t-BuCHBrCH.sub.2 Cl O H H 4-I

EtCHClCH(Me) Cl O H H 4-Cl

EtCHClCH(Me) Cl O H H 4-I

EtCHBrCH(Me) Cl O H H 4-Cl

EtCHBrCH(Me) Cl O H H 4-I

EtCHClCH(Et) Cl O H H 4-Cl

EtCHClCH(Et) Cl O H H 4-I

EtCHBrCH(Me) Cl O H H 4-Cl

EtCHBrCH(Et) Cl O H H 4-I

EtCHClCH(Pr) Cl O H H 4-Cl

EtCHClCH(Pr) Cl O H H 4-I

EtCHBrCH(Pr) Cl O H H 4-Cl

EtCHBrCH(Pr) Cl O H H 4-I

i-PrCHClCH.sub.2 Cl O H H 4-Cl

i-PrCHClCH.sub.2 Cl O H H 4-I

i-PrCHBrCH.sub.2 Cl O H H 4-Cl

i-PrCHBrCH.sub.2 Cl O H H 4-I

EtCHClC(Me).sub.2 Cl O H H 4-Cl

EtCHClC(Me).sub.2 Cl O H H 4-I

EtCHBrC(Me).sub.2 Cl O H H 4-Cl

EtCHBrC(Me).sub.2 Cl O H H 4-I

EtCCl(Me)CH(Me) Cl O H H 4-Cl

EtCCl(Me)CH(Me) Cl O H H 4-I

EtCBr(Me)CH(Me) Cl O H H 4-Cl

EtCBr(Me)CH(Me) Cl O H H 4-I

i-PrCHClCH(Me) Cl O H H 4-Cl

i-PrCHClCH(Me) Cl O H H 4-I

i-PrCHBrCH(Me) Cl O H H 4-Cl

i-PrCHBrCH(Me) Cl O H H 4-I

t-BuCCl(Me)CH.sub.2 Cl O H H 4-Cl

t-BuCCl(Me)CH.sub.2 Cl O H H 4-Br

t-BuCCl(Me)CH.sub.2 Cl O H H 4-I

t-BuCCl(Me)CH.sub.2 Br O H H 4-Cl

t-BuCCl(Me)CH.sub.2 Br O H H 4-I

t-BuCCl(Me)CH.sub.2 I O H H 4-Cl

t-BuCCl(Me)CH.sub.2 I O H H 4-I

t-BuCCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2

t-BuCCl(Me)CH.sub.2 F O H H 4-Cl

t-BuCCl(Me)CH.sub.2 Me O H H 4-Cl

t-BuCCl(Me)CH.sub.2 OMe O H H 4-Cl

t-BuCCl(Me)CH.sub.2 OMe O H H 4-I

t-BuCCl(Me)CH.sub.2 SMe O H H 4-Cl

t-BuCCl(Me)CH.sub.2 Me O H H 4-I

t-BuCCl(Me)CH.sub.2 Cl O H H 2-F, 4-Cl

›DETAILED DESCRIPTION OF THE INVENTION · 11 of 34

t-BuCCl(Me)CH.sub.2 OEt O H H 4-Cl

t-BuCCl(Me)CH.sub.2 Cl O H Me 4-I

t-BuCCl(Me)CH.sub.2 Cl O H H 4-Me

t-BuCCl(Me)CH.sub.2 Cl O H H 2,5-Me.sub.2

t-BuCCl(Me)CH.sub.2 Cl O H H 4-OCHF.sub.2

t-BuCCl(Me)CH.sub.2 Cl S H H 4-Cl

t-BuCCl(Me)CH.sub.2 Cl S H H 4-Bu-t

t-BuCCl(Me)CH.sub.2 Cl S H H 3-Me

t-BuCCl(Me)CH.sub.2 Cl S H H 4-SMe

t-BuCCl(Me)CH.sub.2 Cl S H H 4-I

t-BuCCl(Me)CH.sub.2 Cl S H H 4-SPr

t-BuCBr(Me)CH.sub.2 Cl O H H 4-Cl

t-BuCBr(Me)CH.sub.2 Cl O H H 4-Br

t-BuCBr(Me)CH.sub.2 Cl O H H 4-I

t-BuCBr(Me)CH.sub.2 Br O H H 4-Cl

t-BuCBr(Me)CH.sub.2 Br O H H 4-I

t-BuCBr(Me)CH.sub.2 I O H H 4-Cl

t-BuCBr(Me)CH.sub.2 I O H H 4-I

Br(CH.sub.2).sub.6 CHClCH.sub.2

Cl O H H 4-Cl

Br(CH.sub.2).sub.6 CHClCH.sub.2

Cl O H H 4-I

Br(CH.sub.2).sub.6 CHBrCH.sub.2

Cl O H H 4-Cl

Br(CH.sub.2).sub.6 CHBrCH.sub.2

Cl O H H 4-I

ClCH.sub.2 CH(Me) Cl O H H 4-Cl

ClCH.sub.2 CH(Me) Cl O H H 4-I

ClCH.sub.2 C(Me).sub.2 Cl O H H 4-Cl

ClCH.sub.2 C(Me) Cl O H H 4-I

Cl(CH.sub.2).sub.3 Cl O H H 4-Cl

Cl(CH.sub.2).sub.3 Cl O H H 4-I

Cl(CH.sub.2).sub. 3 Cl O H H 2,4-Cl.sub.2

Cl(CH.sub.2).sub.3 Br O H H 4-Cl

Cl(CH.sub.2).sub.3 I O H H 4-Cl

Cl(CH.sub.2).sub.3 Cl S H H 4-Cl

Cl(CH.sub.2).sub.3 Cl S H H 4-Bu-t

Br(CH.sub.2).sub.3 Cl O H H 4-Cl

Br(CH.sub.2).sub.3 Cl O H H 4-I

Br(CH.sub.2).sub.3 Cl O H H 2,4-Cl.sub.2

Br(CH.sub.2).sub.3 Br O H H 4-Cl

Br(CH.sub.2).sub.3 I O H H 4-Cl

Br(CH.sub.2).sub.3 Cl S H H 4-Cl

Br(CH.sub.2).sub.3 Cl S H H 4-Bu-t

I(CH.sub.2).sub.3 Cl O H H 4-Cl

I(CH.sub.2).sub.3 Cl O H H 4-I

I(CH.sub.2).sub.3 Cl O H H 2,4-Cl.sub.2

I(CH.sub.2).sub.3 Br O H H 4-Cl

I(CH.sub.2).sub.3 I O H H 4-Cl

I(CH.sub.2).sub.3 Cl S H H 4-Cl

I(CH.sub.2).sub.3 Cl S H H 4-Bu-t

MeCHClCH.sub.2 Cl O H H 4-Cl

MeCHClCH.sub.2 Cl O H H 4-I

MeCHBrCH.sub.2 Cl O H H 4-Cl

MeCHBrCH.sub.2 Cl O H H 4-I

Me.sub. 2 CClC(Me).sub.2 Cl O H H 4-Cl

Me.sub.2 CClC(Me).sub.2 Cl O H H 4-I

Me.sub.2 CBrC(Me).sub.2 Cl O H H 4-Cl

Me.sub.2 CBrC(Me).sub.2 Cl O H H 4-I

MeCHClCH(Et) Cl O H H 4-Cl

MeCHClCH(Et) Cl O H H 4-I

MeCHBrCH(Et) Cl O H H 4-Cl

MeCHBrCH(Et) Cl O H H 4-I

MeCHClCH(Pr) Cl O H H 4-Cl

MeCHClCH(Pr) Cl O H H 4-I

MeCHBrCH(Pr) Cl O H H 4-Cl

MeCHBrCH(Pr) Cl O H H 4-I

MeCHClCH(Pr-i) Cl O H H 4-Cl

MeCHClCH(Pr-i) Cl O H H 4-I

MeCHBrCH(Pr-i) Cl O H H 4-Cl

MeCHBrCH(Pr-i) Cl O H H 4-I

MeCHClCH(Bu) Cl O H H 4-Cl

MeCHClCH(Bu) Cl O H H 4-I

MeCHBrCH(Bu) Cl O H H 4-Cl

MeCHBrCH(Bu) Cl O H H 4-I

MeCHClCH(Pen) Cl O H H 4-Cl

MeCHClCH(Pen) Cl O H H 4-I

MeCHBrCH(Pen) Cl O H H 4-Cl

MeCHBrCH(Pen) Cl O H H 4-I

Me.sub.2 CClCH.sub.2 Cl O H H 4-Cl

Me.sub.2 CClCH.sub.2 Cl O H H 4-Br

Me.sub.2 CClCH.sub.2 Br O H H 4-Cl

Me.sub.2 CClCH.sub.2 Br O H H 4-I

Me.sub.2 CClCH.sub.2 I O H H 4-Cl

Me.sub.2 CClCH.sub.2 I O H H 4-I

Me.sub.2 CClCH.sub.2 Cl O H H 2,4-Cl.sub.2

Me.sub.2 CClCH.sub.2 Pr-i O H H 4-Cl

Me.sub.2 CClCH.sub.2 SPr O H H 4-Cl

Me.sub.2 CClCH.sub.2 Br O OMe H 4-Cl

Me.sub.2 CClCH.sub.2 Cl O H H 4-Bu-t

Me.sub.2 CClCH.sub.2 Cl O H H 3-OBu

Me.sub.2 CClCH.sub.2 Cl O H H 4-F

Me.sub.2 CClCH.sub.2 Cl S H H 4-Cl

Me.sub.2 CClCH.sub.2 Cl S H H 4-Bu-t

Me.sub.2 CClCH.sub.2 Cl S H H 4-CF.sub.3

Me.sub.2 CClCH.sub.2 Cl S H H 4-CH(OH)Et

Me.sub.2 CClCH.sub.2 Cl S H H 4-OCH.sub.2 CHCHMe

Me.sub.2 CBrCH.sub.2 Cl O H H 4-Cl

Me.sub.2 CBrCH.sub.2 Cl O H H 4-Br

Me.sub.2 CBrCH.sub.2 Br O H H 4-Cl

Me.sub.2 CBrCH.sub.2 I O H H 4-Cl

Me.sub.2 CBrCH.sub.2 H O H H 4-Cl

Me.sub.2 CBrCH.sub.2 H O H H 4-I

Me.sub.2 CBrCH.sub.2 Cl O H H 2,4-Cl.sub.2

Me.sub.2 CBrCH.sub.2 Bu O H H 4-Cl

Me.sub.2 CBrCH.sub.2 SOEt O H H 4-Cl

Me.sub.2 CBrCH.sub.2 I O Cl H 4-Cl

Me.sub.2 CBrCH.sub.2 Cl O H H 4-OBu-s

Me.sub.2 CBrCH.sub.2 Cl S H H 4-Cl

Me.sub.2 CBrCH.sub.2 Cl S H H 4-Bu-t

Me.sub.2 CBrCH.sub.2 Cl S H H 4-Ph

Me.sub.2 CBrCH.sub.2 Cl S H H 4-OPh

Me.sub.2 CBrCH.sub.2 Cl S H H 4-CH(OMe)Et

MeCHClCH(Me) Cl O H H 4-Cl

MeCHClCH(Me) Cl O H H 4-I

MeCHBrCH(Me) Cl O H h 4-Cl

MeCHBrCH(Me) Cl O H h 4-I

MeCHClC(Me).sub.2 Cl O H H 4-Cl

MeCHClC(Me).sub.2 Cl O H H 4-I

MeCHBrC(Me).sub.2 Cl O H H 4-Cl

MeCHBrC(Me).sub.2 Cl O H H 4-I

Me.sub.2 CClCH(Me) Cl O H H 4-Cl

Me.sub.2 CClCH(Me) Cl O H H 4-I

Me.sub.2 CBrCH(Me) Cl O H H 4-Cl

Me.sub.2 CBrCH(Me) Cl O H H 4-I

Me.sub.2 CClCH(Bu-t) Cl O H H 4-Cl

Me.sub.2 CClCH(Bu-t) Cl O H H 4-I

Me.sub.2 CBrCH(Bu-t) Cl O H H 4-Cl

Me.sub.2 CBrCH(Bu-t) Cl O H H 4-I

MeCHClC(Me)(Et) Cl O H H 4-Cl

MeCHClC(Me)(Et) Cl O H H 4-I

MeCHBrC(Me)(Et) Cl O H H 4-Cl

MeCHBrC(Me)(Et) Cl O H H 4-I

Cl(CH.sub.2).sub.4 Cl O H H 4-Cl

Cl(CH.sub.2).sub.4 Cl O H H 2,4-Cl.sub.2

Cl(CH.sub.2).sub.4 Cl O H H 4-I

Cl(CH.sub.2).sub.4 Br O H H 4-Cl

Cl(CH.sub.2).sub.4 I O H H 4-Cl

Cl(CH.sub.2).sub.4 Cl S H H 4-Cl

Cl(CH.sub.2).sub.4 Cl S H H 4-Bu-t

Br(CH.sub.2).sub.4 Cl O H H 4-Cl

Br(CH.sub.2).sub.4 Cl O H H 2,4-Cl.sub.2

Br(CH.sub.2).sub.4 Cl O H H 4-I

Br(CH.sub.2).sub.4 Br O H H 4-Cl

Br(CH.sub.2).sub.4 I O H H 4-Cl

Br(CH.sub.2).sub.4 Cl S H H 4-Cl

Br(CH.sub.2).sub.4 Cl S H H 4-Bu-t

I(CH.sub.2).sub.4 Cl O H H 4-Cl

I(CH.sub.2).sub.4 Cl O H H 2,4-Cl.sub.2

I(CH.sub.2).sub.4 Cl O H H 4-I

I(CH.sub.2).sub.4 Br O H H 4-Cl

I(CH.sub.2).sub.4 I O H H 4-Cl

I(CH.sub.2).sub.4 Cl S H H 4-Cl

I(CH.sub.2).sub.4 Cl S H H 4-Bu-t

MeCHClCH.sub. 2 CH.sub.2 Cl O H H 4-Cl

MeCHClCH.sub.2 CH.sub.2 Cl O H H 4-I

Cl(CH.sub.2).sub.5 Cl O H H 4-Cl

Cl(CH.sub.2).sub.5 Cl O H H 4-I

Br(CH.sub.2).sub.5 Cl O H H 4-Cl

Br(CH.sub.2).sub.5 Cl O H H 4-I

I(CH.sub.2).sub.5 Cl O H H 4-Cl

I(CH.sub.2).sub.5 Cl O H H 4-I

MeCHBrCH.sub.2 CH.sub.2 CH.sub.2

Cl O H H 4-Cl

MeCHBrCH.sub.2 CH.sub.2 CH.sub.2

Cl O H H 4-I

Cl(CH.sub.2).sub.6 Cl O H H 4-Cl

Cl(CH.sub.2).sub.6 Cl O H H 4-I

I(CH.sub.2).sub.6 Cl O H H 4-Cl

I(CH.sub.2).sub.6 Cl O H H 4-I

Br(CH.sub.2).sub.8 Cl O H H 4-Cl

Br(CH.sub.2).sub.8 Cl O H H 4-I

I(CH.sub.2).sub.8 Cl O H H 4-Cl

I(CH.sub.2).sub.8 Cl O H H 4-I

EtCHClCH.sub.2 Cl O H H 4-Cl

EtCHClCH.sub.2 Cl O H H 4-I

EtCHBrCH.sub.2 Cl O H H 4-Cl

EtCHBrCH.sub.2 Cl O H H 4-I

i-PrCCl(Et)CH.sub.2 Cl O H H 4-Cl

i-PrCCl(Et)CH.sub.2 Cl O H H 4-Br

i-PrCCl(Et)CH.sub.2 Cl O H H 4-I

i-PrCCl(Et)CH.sub.2 Br O H H 4-Cl

i-PrCCl(Et)CH.sub.2 Br O H H 4-I

i-PrCCl(Et)CH.sub.2 I O H H 4-Cl

i-PrCCl(Et)CH.sub.2 I O H H 4-I

i-PrCCl(Et)CH.sub.2 Cl O H H 2,4-Cl.sub.2

i-PrCCl(Et)CH.sub.2 OMe O H H 4-Br

i-PrCCl(Et)CH.sub.2 SO.sub.2 Pr

O H H 4-Cl

i-PrCCl(Et)CH.sub.2 Cl O H H 4-OPr

i-PrCCl(Et)CH.sub.2 Cl O H H 4-CF.sub.3

›DETAILED DESCRIPTION OF THE INVENTION · 12 of 34

i-PrCCl(Et)CH.sub.2 Cl O H H 2,4,5-Cl.sub.3

i-PrCCl(Et)CH.sub.2 Cl S H H 4-Cl

i-PrCCl(Et)CH.sub.2 Cl S H H 4-Bu-t

i-PrCCl(Et)CH.sub.2 Cl S H H 4-C.sub.6 H.sub.4 Cl-'

i-PrCCl(Et)CH.sub.2 Cl S H H 4-OC.sub.6 H.sub.4 F-4'

i-PrCCl(Et)CH.sub.2 Cl S H H 4-SiMe.sub.3

i-PrCBr(Et)CH.sub.2 Cl O H H 4-Cl

i-PrCBr(Et)CH.sub.2 Cl O H H 4-Br

i-PrCBr(Et)CH.sub.2 Cl O H H 4-I

i-PrCBr(Et)CH.sub.2 Br O H H 4-Cl

i-PrCBr(Et)CH.sub.2 I O H H 4-Cl

i-PrCBr(Et)CH.sub.2 H O H H 4-Cl

i-PrCBr(Et)CH.sub.2 H O H H 4-I

i-PrCBr(Et)CH.sub.2 Cl O H H 2,4-Cl.sub.2

i-PrCBr(Et)CH.sub.2 Cl O H H 2-F, 4-Cl

i-PrCBr(Et)CH.sub.2 OEt O H H 4-Cl

i-PrCBr(Et)CH.sub.2 Cl O H Me 4-I

i-PrCBr(Et)CH.sub.2 Cl O H H 4-Me

i-PrCBr(Et)CH.sub.2 Cl O H H 2,5-Me.sub.2

i-PrCBr(Et)CH.sub.2 Cl O H H 4-OCHF.sub.2

i-PrCBr(Et)CH.sub.2 Cl O H H 2,4,5-Cl.sub.3

i-PrCBr(Et)CH.sub.2 Cl S H H 4-Cl

i-PrCBr(Et)CH.sub.2 Cl S H H 4-Bu-t

i-PrCBr(Et)CH.sub.2 Cl S H H 3-Me

i-PrCBr(Et)CH.sub.2 Cl S H H 4-CHCHMe

i-PrCBr(Et)CH.sub.2 Cl S H H 4-C(Me).sub.2 CH.sub.2

CN

i-PrCBr(Et)CH.sub.2 Cl S H H 4-O(CH.sub.2).sub.3 OMe

EtCCl(Me)CH.sub.2 Cl O H H 4-Cl

EtCCl(Me)CH.sub.2 Cl O H H 4-Br

EtCCl(Me)CH.sub.2 Cl O H H 4-I

EtCCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2

EtCCl(Me)CH.sub.2 Br O H H 4-Cl

EtCCl(Me)CH.sub.2 Br O H H 4-I

EtCCl(Me)CH.sub.2 I O H H 4-Cl

EtCCl(Me)CH.sub.2 I O H H 4-I

EtCCl(Me)CH.sub.2 F O H H 4-Cl

EtCCl(Me)CH.sub.2 Me O H H 4-Cl

EtCCl(Me)CH.sub.2 OMe O H H 4-Cl

EtCCl(Me)CH.sub.2 OMe O H H 4-I

EtCCl(Me)CH.sub.2 SMe O H H 4-Cl

EtCCl(Me)CH.sub.2 SMe O H H 4-I

EtCCl(Me)CH.sub.2 SO.sub.2 Me

O H H 4-Cl

EtCCl(Me)CH.sub.2 Cl O H Me 4-Cl

EtCCl(Me)CH.sub.2 Cl O Cl H 4-Cl

EtCCl(Me)CH.sub.2 Cl O H H 2,Cl, 4-Br

EtCCl(Me)CH.sub.2 OBu O H H 4-Cl

EtCCl(Me)CH.sub.2 Cl O H Et 4-Cl

EtCCl(Me)CH.sub.2 Cl O H H 4-Bu-s

EtCCl(Me)CH.sub.2 Cl O H H 3,4-Cl.sub.2

EtCCl(Me)CH.sub.2 Cl O H H 4-OCF.sub.3

EtCCl(Me)CH.sub.2 Cl O H H 2,4-F.sub.2

EtCCl(Me)CH.sub.2 Cl S H H 4-Cl

EtCCl(Me)CH.sub.2 Cl S H H 4-Bu-t

EtCCl(Me)CH.sub.2 Cl S H H 4-Me

EtCCl(Me)CH.sub.2 Cl S H H 4-OPr

EtCCl(Me)CH.sub.2 Cl S H H 4-CH.sub.2(C.sub.6

H.sub.3 Cl.sub.2 -2,4)

EtCCl(Me)CH.sub.2 Cl S H H 4-COC.sub.6 H.sub.4

Cl-4'

EtCCl(Me)CH.sub.2 Cl S H H 4-OCH(Me)CH.sub.2 OEt

EtCBr(Me)CH.sub.2 Cl O H H 4-Cl

EtCBr(Me)CH.sub.2 Cl O H H 4-Br

EtCBr(Me)CH.sub.2 Cl O H H 4-I

EtCBr(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2

EtCBr(Me)CH.sub.2 Br O H H 4-Cl

EtCBr(Me)CH.sub.2 Br O H H 4-I

EtCBr(Me)CH.sub.2 I O H H 4-Cl

EtCBr(Me)CH.sub.2 I O H H 4-I

EtCBr(Me)CH.sub.2 F O H H 4-Cl

EtCBr(Me)CH.sub. 2 Me O H H 4-Cl

EtCBr(Me)CH.sub.2 OMe O H H 4-Cl

EtCBr(Me)CH.sub.2 SMe O H H 4-Cl

EtCBr(Me)CH.sub.2 Cl O H Me 4-Cl

EtCBr(Me)CH.sub.2 Br O H Me 4-Cl

EtCBr(Me)CH.sub.2 Cl O H H 3-CF.sub.3

EtCBr(Me)CH.sub.2 Cl O H H 4-Ph

EtCBr(Me)CH.sub.2 Cl O H H 4-OCH.sub.2 CF.sub.3

EtCBr(Me)CH.sub.2 Cl O H H 2,6-Cl.sub.2

EtCBr(Me)CH.sub.2 Cl S H H 4-Cl

EtCBr(Me)CH.sub.2 Cl S H H 4-Bu-t

EtCBr(Me)CH.sub.2 Cl S H H 4-OC.sub.10 H.sub.21

EtCBr(Me)CH.sub.2 Cl S H H 4-C.sub.6 H.sub.4 F-4'

EtCBr(Me)CH.sub.2 Cl S H H 4-CH.sub.2(C.sub.6

H.sub.3 Cl.sub.2 -3,5)

Et.sub.2 CClCH.sub.2 Cl O H H 4-Cl

Et.sub.2 CClCH.sub.2 Cl O H H 4-Br

Et.sub.2 CClCH.sub.2 Cl O H H 4-I

Et.sub.2 CClCH.sub.2 Cl O H H 2,4-Cl.sub.2

Et.sub.2 CClCH.sub.2 Br O H H 4-Cl

Et.sub.2 CClCH.sub.2 Br O H H 4-I

Et.sub.2 CClCH.sub.2 I O H H 4-Cl

Et.sub.2 CClCH.sub.2 I O H H 4-I

Et.sub.2 CClCH.sub.2 F O H H 4-Cl

Et.sub.2 CClCH.sub.2 Me O H H 4-Cl

Et.sub.2 CClCH.sub.2 OMe O H H 4-Cl

Et.sub.2 CClCH.sub.2 OMe O H H 4-I

Et.sub.2 CClCH.sub.2 SMe O H H 4-Cl

Et.sub.2 CClCH.sub.2 Cl O H H 4-OC.sub.10 H.sub.21

Et.sub.2 CClCH.sub.2 SO.sub.2 Me

O H H 4-Cl

Et.sub.2 CClCH.sub.2 Cl O H Me 4-Cl

Et.sub.2 CClCH.sub.2 Cl O Cl H 4-Cl

Et.sub.2 CClCH.sub.2 F O H H 4-I

Et.sub.2 CClCH.sub.2 SMe O H H 2,4-Cl.sub.2

Et.sub.2 CClCH.sub.2 I O H Me 4-Cl

Et.sub.2 CClCH.sub.2 Cl O H H 4-C.sub.6 H.sub.4 Cl-4'

Et.sub.2 CClCH.sub.2 Cl O H H 4-CN

Et.sub.2 CClCH.sub.2 Cl O H H 4-OCH.sub.2 CH.sub.2NHCOOE

t

Et.sub.2 CClCH.sub.2 Cl S H H 4-Cl

Et.sub.2 CClCH.sub.2 Cl S H H 4-Bu-t

Et.sub.2 CClCH.sub.2 Cl S H H 4-Hex

Et.sub.2 CClCH.sub.2 Cl S H H 4-OC(Me).sub.2 CH.sub.2

OPr

Et.sub.2 CClCH.sub.2 Cl S H H 4-OCH.sub.2 CHCH.sub.2

Et.sub.2 CClCH.sub.2 Cl S H H 4-CH.sub.2 CH.sub.2 Ph

Et.sub.2 CBrCH.sub.2 Cl O H H 4-Cl

Et.sub.2 CBrCH.sub.2 Cl O H H 4-Br

Et.sub.2 CBrCH.sub.2 Cl O H H 4-I

Et.sub.2 CBrCH.sub.2 Cl O H H 2,4-Cl.sub.2

Et.sub.2 CBrCH.sub.2 Br O H H 4-Cl

Et.sub.2 CBrCH.sub.2 I O H H 4-Cl

Et.sub.2 CBrCH.sub.2 H O H H 4-Cl

Et.sub.2 CBrCH.sub.2 H O H H 4-I

Et.sub.2 CBrCH.sub.2 F O H H 4-Cl

Et.sub.2 CBrCH.sub.2 Me O H H 4-Cl

Et.sub.2 CBrCH.sub.2 OMe O H H 4-Cl

Et.sub.2 CBrCH.sub.2 SMe O H H 4-Cl

Et.sub.2 CBrCH.sub.2 Me O H H 4-Br

Et.sub.2 CBrCH.sub.2 Cl O OH H 4-Cl

Et.sub.2 CBrCH.sub.2 Cl O H H 4-Pr

Et.sub.2 CBrCH.sub.2 Cl O H H 2-Cl, 4-F

Et.sub.2 CBrCH.sub.2 Cl S H H 4-Cl

Et.sub.2 CBrCH.sub.2 Cl S H H 4-Bu-t

Et.sub.2 CBrCH.sub.2 Cl S H H 4-(Q4)

Et.sub.2 CBrCH.sub.2 Cl S H H 4-OCH.sub.2 CH.sub.2NHCOOE

t

t-BuCHBrCH.sub.2 Cl O H H 4-Cl

t-BuCHBrCH.sub.2 Cl O H H 4-I

t-BuCHBrCH.sub.2 Br O H H 4-Cl

t-BuCHBrCH.sub.2 I O H H 4-Cl

t-BuCHBrCH.sub.2 Cl O H H 4-Cl

t-BuCHBrCH.sub.2 Cl O H H 4-I

EtCHClCH(Me) Cl O H H 4-Cl

EtCHClCH(Me) Cl O H H 4-I

EtCHBrCH(Me) Cl O H H 4-Cl

EtCHBrCH(Me) Cl O H H 4-I

EtCHClCH(Et) Cl O H H 4-Cl

EtCHClCH(Et) Cl O H H 4-I

EtCHBrCH(Me) Cl O H H 4-Cl

EtCHBrCH(Et) Cl O H H 4-I

EtCHClCH(Pr) Cl O H H 4-Cl

EtCHClCH(Pr) Cl O H H 4-I

EtCHBrCH(Pr) Cl O H H 4-Cl

EtCHBrCH(Pr) Cl O H H 4-I

i-PrCHClCH.sub.2 Cl O H H 4-Cl

i-PrCHClCH.sub.2 Cl O H H 4-I

i-PrCHBrCH.sub.2 Cl O H H 4-Cl

i-PrCHBrCH.sub.2 Cl O H H 4-I

EtCHClC(Me).sub.2 Cl O H H 4-Cl

EtCHClC(Me).sub.2 Cl O H H 4-I

EtCHBrC(Me).sub.2 Cl O H H 4-Cl

EtCHBrC(Me).sub.2 Cl O H H 4-I

EtCCl(Me)CH(Me) Cl O H H 4-Cl

EtCCl(Me)CH(Me) Cl O H H 4-I

EtCBr(Me)CH(Me) Cl O H H 4-Cl

EtCBr(Me)CH(Me) Cl O H H 4-I

i-PrCHClCH(Me) Cl O H H 4-Cl

i-PrCHClCH(Me) Cl O H H 4-I

i-PrCHBrCH(Me) Cl O H H 4-Cl

i-PrCHBrCH(Me) Cl O H H 4-I

t-BuCCl(Me)CH.sub.2 Cl O H H 4-Cl

t-BuCCl(Me)CH.sub.2 Cl O H H 4-Br

t-BuCCl(Me)CH.sub.2 Cl O H H 4-I

t-BuCCl(Me)CH.sub.2 Br O H H 4-Cl

t-BuCCl(Me)CH.sub.2 Br O H H 4-I

t-BuCCl(Me)CH.sub.2 I O H H 4-Cl

t-BuCCl(Me)CH.sub.2 I O H H 4-I

t-BuCCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2

t-BuCCl(Me)CH.sub.2 F O H H 4-Cl

›DETAILED DESCRIPTION OF THE INVENTION · 13 of 34

t-BuCCl(Me)CH.sub.2 Me O H H 4-Cl

t-BuCCl(Me)CH.sub.2 OMe O H H 4-Cl

t-BuCCl(Me)CH.sub.2 OMe O H H 4-I

t-BuCCl(Me)CH.sub.2 SMe O H H 4-Cl

t-BuCCl(Me)CH.sub.2 Me O H H 4-I

t-BuCCl(Me)CH.sub.2 Cl O H H 2-F, 4-Cl

t-BuCCl(Me)CH.sub.2 OEt O H H 4-Cl

t-BuCCl(Me)CH.sub.2 Cl O H Me 4-I

t-BuCCl(Me)CH.sub.2 Cl O H H 4-Me

t-BuCCl(Me)CH.sub.2 Cl O H H 2,5-Me.sub.2

t-BuCCl(Me)CH.sub.2 Cl O H H 4-OCHF.sub.2

t-BuCCl(Me)CH.sub.2 Cl S H H 4-Cl

t-BuCCl(Me)CH.sub.2 Cl S H H 4-Bu-t

t-BuCCl(Me)CH.sub.2 Cl S H H 3-Me

t-BuCCl(Me)CH.sub.2 Cl S H H 4-SMe

t-BuCCl(Me)CH.sub.2 Cl S H H 4-I

t-BuCCl(Me)CH.sub.2 Cl S H H 4-SPr

t-BuCBr(Me)CH.sub.2 Cl O H H 4-Cl

t-BuCBr(Me)CH.sub.2 Cl O H H 4-Br

t-BuCBr(Me)CH.sub.2 Cl O H H 4-I

t-BuCBr(Me)CH.sub.2 Br O H H 4-Cl

t-BuCBr(Me)CH.sub.2 Br O H H 4-I

t-BuCBr(Me)CH.sub.2 I O H H 4-Cl

t-BuCBr(Me)CH.sub.2 I O H H 4-I

t-BuCBr(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2

t-BuCCl(Me)CH.sub.2 F O H H 4-Cl

t-BuCBr(Me)CH.sub.2 Me O H H 4-Cl

t-BuCBr(Me)CH.sub.2 OMe O H H 4-Cl

t-BuCBr(Me)CH.sub.2 OMe O H H 4-I

t-BuCBr(Me)CH.sub.2 SMe O H H 4-Cl

t-BuCBr(Me)CH.sub.2 SMe O H H 4-I

t-BuCBr(Me)CH.sub.2 Cl O H H 2,4-F.sub.2

t-BuCBr(Me)CH.sub.2 OBu O H H 4-Cl

t-BuCBr(Me)CH.sub.2 Cl O H Et 4-Cl

t-BuCBr(Me)CH.sub.2 Cl O H H 4-Bu-s

t-BuCBr(Me)CH.sub.2 Cl O H H 3,4-Cl.sub.2

t-BuCBr(Me)CH.sub.2 Cl O H H 4-OCF.sub.3

t-BuCBr(Me)CH.sub.2 Cl S H H 4-Cl

t-BuCBr(Me)CH.sub.2 Cl S H H 4-Bu-t

t-BuCBr(Me)CH.sub.2 Cl S H H 4-Me

t-BuCBr(Me)CH.sub.2 Cl S H H 4-COC.sub.7 H.sub.15

t-BuCBr(Me)CH.sub.2 Cl S H H 4-SPh

t-BuCHClC(Me).sub.2 Cl O H H 4-Cl

t-BuCHClC(Me).sub.2 Cl O H H 4-I

t-BuCHBrC(Me).sub.2 Cl O H H 4-Cl

t-BuCHBrC(Me).sub.2 Cl O H H 4-I

PrCHClCH.sub.2 Cl O H H 4-Cl

PrCHClCH.sub.2 Cl O H H 4-I

PrCHBrCH.sub.2 Cl O H H 4-Cl

PrCHBrCH.sub.2 Cl O H H 4-I

PrCHClCH(Me) Cl O H H 4-Cl

PrCHClCH(Me) Cl O H H 4-I

PrCHBrCH(Me) Cl O H H 4-Cl

PrCHBrCH(Me) Cl O H H 4-I

PrCHClCH(Et) Cl O H H 4-Cl

PrCHClCH(Et) Cl O H H 4-I

PrCHBrCH(Et) Cl O H H 4-Cl

PrCHBrCH(Et) Cl O H H 4-I

PrCHClCH(Pr) Cl O H H 4-Cl

PrCHClCH(Pr) Cl O H H 4-I

PrCHBrCH(Pr) Cl O H H 4-Cl

PrCHBrCH(Pr) Cl O H H 4-I

PrCCl(Me)CH.sub.2 Cl O H H 4-Cl

PrCCl(Me)CH.sub.2 Cl O H H 4-Br

PrCCl(Me)CH.sub.2 Cl O H H 4-I

PrCCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2

PrCCl(Me)CH.sub.2 Br O H H 4-Cl

PrCCl(Me)CH.sub.2 Br O H H 4-I

PrCCl(Me)CH.sub.2 I O H H 4-Cl

PrCCl(Me)CH.sub.2 I O H H 4-I

PrCCl(Me)CH.sub.2 F O H H 4-Cl

PrCCl(Me)CH.sub.2 Me O H H 4-Cl

PrCCl(Me)CH.sub.2 OMe O H H 4-Cl

PrCCl(Me)CH.sub.2 OMe O H H 4-I

PrCCl(Me)CH.sub.2 SMe O H H 4-Cl

PrCCl(Me)CH.sub. 2 SMe O H H 4-I

PrCCl(Me)CH.sub.2 Cl O H H 2-F, 4-Cl

PrCCl(Me)CH.sub.2 Cl O H H 4-F

PrCCl(Me)CH.sub.2 Cl O H H 4-Br

PrCCl(Me)CH.sub.2 Cl O H H 4-CF.sub.3

PrCCl(Me)CH.sub.2 Cl O H H 4-Me

PrCCl(Me)CH.sub.2 Cl O H H 4-Ph

PrCCl(Me)CH.sub.2 Cl O H H 4-O(C.sub.6 H.sub.3 Cl-2,

CF.sub.3 -4)

PrCCl(Me)CH.sub.2 Cl O H H 4-COC.sub.6 H.sub.4

Cl-4'

PrCCl(Me)CH.sub.2 Cl O H H 4-OCH.sub.2 C.sub.6

H.sub.4 Cl-4'

PrCCl(Me)CH.sub.2 Cl O H H 4-SMe

PrCCl(Me)CH.sub.2 Cl S H H 4-Cl

PrCCl(Me)CH.sub.2 Cl S H H 4-Bu-t

PrCCl(Me)CH.sub.2 Cl S H H 4-F

PrCCl(Me)CH.sub.2 Cl S H H 4-OCH.sub.2 C(Me)CH.sub.2

PrCCl(Me)CH.sub.2 Cl S H H 4-CH.sub.2 -Q4

PrCCl(Me)CH.sub.2 Cl S H H 4-C(Me).sub.2 Et

PrCCl(Me)CH.sub.2 Cl S H H 4-CF.sub.3

BuCBr(Me)CH.sub.2 Cl O H H 4-Cl

BuCBr(Me)CH.sub.2 Cl O H H 4-Br

BuCBr(Me)CH.sub.2 Cl O H H 4-I

BuCBr(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2

BuCBr(Me)CH.sub.2 Br O H H 4-Cl

BuCBr(Me)CH.sub.2 Br O H H 4-I

BuCBr(Me)CH.sub.2 I O H H 4-Cl

BuCBr(Me)CH.sub.2 I O H H 4-I

BuCBr(Me)CH.sub.2 F O H H 4-Cl

BuCBr(Me)CH.sub.2 Me O H H 4-Cl

BuCBr(Me)CH.sub.2 OMe O H H 4-Cl

BuCBr(Me)CH.sub.2 OMe O H H 4-I

BuCBr(Me)CH.sub.2 SMe O H H 4-Cl

BuCBr(Me)CH.sub.2 SMe O H H 4-I

BuCBr(Me)CH.sub.2 SO.sub.2 Me

O H H 4-Cl

BuCBr(Me)CH.sub.2 Cl O H Me 4-Cl

BuCBr(Me)CH.sub.2 Cl O Cl H 4-Cl

BuCBr(Me)CH.sub.2 Pr O H H 4-Cl

BuCBr(Me)CH.sub.2 SEt O H H 4-I

BuCBr(Me)CH.sub.2 Br O Cl H 4-Cl

BuCBr(Me)CH.sub.2 Cl O H H 3-Cl

BuCBr(Me)CH.sub.2 Cl O H H 2,3,4,5,6-F.sub.5

BuCBr(Me)CH.sub.2 Cl O H H 4-OHex

BuCBr(Me)CH.sub.2 Cl O H H 2,6-Cl.sub.2, 4-F

BuCBr(Me)CH.sub.2 Cl S H H 4-Cl

BuCBr(Me)CH.sub.2 Cl S H H 4-Bu-t

BuCBr(Me)CH.sub.2 Cl S H H 4-O(CH.sub.2).sub.3 OMe

BuCBr(Me)CH.sub.2 Cl S H H 4-OCH.sub.2 C.sub.6

H.sub.4 CF.sub.3 -4'

BuCBr(Me)CH.sub.2 Cl S H H 4-Et

BuCBr(Me)CH.sub.2 Cl S H H 4-C(Me).sub.2 CH.sub.2

OH

BuCBr(Me)CH.sub.2 Cl S H H 4-COC.sub.9 H.sub.19

BuCBr(Me)CH.sub. 2 Bu O H H 4-Cl

BuCBr(Me)CH.sub.2 Cl O H H 4-OBu-s

BuCBr(Me)CH.sub.2 Cl O H H 2-Me, 4-Cl

BuCBr(Me)CH.sub.2 Cl S H H 4-Cl

BuCBr(Me)CH.sub.2 Cl S H H 4-Bu-t

BuCBr(Me)CH.sub.2 Cl S H H 4-Ph

BuCBr(Me)CH.sub.2 Cl S H H 4-C(Me).sub.2 CH.sub.2

OCOMe

BuCBr(Me)CH.sub.2 Cl S H H 4-SBu

PrCH(Me)CHClCH.sub.2 Cl O H H 4-Cl

PrCH(Me)CHClCH.sub.2 Cl O H H 4-I

PrCH(Me)CHBrCH.sub.2 Cl O H H 4-Cl

PrCH(Me)CHBrCH.sub.2 Cl O H H 4-I

BuCHClCH.sub.2 Cl O H H 4-Cl

BuCHClCH.sub.2 Cl O H H 4-I

BuCHClCH.sub.2 Br O H h 4-Cl

BuCHClCH.sub.2 I O H h 4-Cl

BuCHBrCH.sub.2 Cl O H H 4-Cl

BuCHBrCH.sub.2 Cl O H H 4-I

BuCHBrCH.sub.2 Br O H H 4-Cl

BuCHBrCH.sub.2 I O H H 4-Cl

PenCHClCH.sub.2 Cl O H H 4-Cl

PenCHClCH.sub.2 Cl O H H 4-I

PenCHBrCH.sub.2 Cl O H H 4-Cl

PenCHBrCH.sub.2 Cl O H H 4-I

PenCHClCH(Me) Cl O H H 4-Cl

PenCHClCH(Me) Cl O H H 4-I

PenCHBrCH(Me) Cl O H H 4-Cl

PenCHBrCH(Me) Cl O H H 4-I

PenCCl(Me)CH.sub.2 Cl O H H 4-Cl

PenCCl(Me)CH.sub.2 Cl O H H 4-I

PenCCl(Me)CH.sub.2 I O H H 4-Cl

PenCBr(Me)CH.sub.2 Cl O H H 4-Cl

PenCBr(Me)CH.sub.2 Cl O H H 4-I

PenCBr(Me)CH.sub.2 I O H H 4-I

HexCHClCH.sub.2 Cl O H H 4-Cl

HexCHClCH.sub.2 Cl O H H 4-I

BuCCl(Me)CH.sub.2 Br O H H 4-I

BuCCl(Me)CH.sub.2 I O H H 4-Cl

BuCCl(Me)CH.sub.2 I O H H 4-I

BuCCl(Me)CH.sub.2 F O H H 4-Cl

BuCCl(Me)CH.sub.2 Me O H H 4-Cl

BuCCl(Me)CH.sub.2 OMe O H H 4-Cl

BuCCl(Me)CH.sub.2 OMe O H H 4-I

BuCCl(Me)CH.sub.2 SMe O H H 4-Cl

BuCCl(Me)CH.sub.2 SMe O H H 4-I

BuCCl(Me)CH.sub.2 SO.sub.2 Me

O H H 4-Cl

BuCCl(Me)CH.sub.2 Cl O H Me 4-Cl

BuCCl(Me)CH.sub.2 Cl O Cl H 4-Cl

BuCCl(Me)CH.sub.2 Pr-i O H H 4-Cl

BuCCl(Me)CH.sub.2 SPr O H H 4-Cl

BuCCl(Me)CH.sub.2 Br O OMe H 4-Cl

BuCCl(Me)CH.sub.2 Cl O H H 4-Bu

BuCCl(Me)CH.sub.2 Cl O H H 4-F

BuCCl(Me)CH.sub.2 Cl O H H 2-OMe, 4-Cl

BuCCl(Me)CH.sub.2 Cl S H H 4-Cl

BuCCl(Me)CH.sub.2 Cl S H H 4-Bu-t

BuCCl(Me)CH.sub.2 Cl S H H 4-CF.sub.3

BuCCl(Me)CH.sub.2 Cl S H H 4-OCH.sub.2 C.sub.6

›DETAILED DESCRIPTION OF THE INVENTION · 14 of 34

H.sub.4 Cl-'

BuCCl(Me)CH.sub.2 Cl S H H 4-C(Me).sub.2 CH.sub.2

OMe

BuCCl(Me)CH.sub.2 Cl S H H 4-OCH.sub.2 CHCHMe

BuCBr(Me)CH.sub.2 Cl O H H 4-Cl

BuCBr(Me)CH.sub.2 Cl O H H 4-Br

BuCBr(Me)CH.sub.2 Cl O H H 4-I

BuCBr(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2

BuCBr(Me)CH.sub.2 Br O H H 4-Cl

BuCBr(Me)CH.sub.2 Br O H H 4-I

BuCBr(Me)CH.sub.2 I O H H 4-Cl

BuCBr(Me)CH.sub.2 I O H H 4-I

BuCBr(Me)CH.sub.2 F O H H 4-Cl

BuCBr(Me)CH.sub.2 Me O H H 4-Cl

BuCBr(Me)CH.sub.2 OMe O H H 4-Cl

BuCBr(Me)CH.sub.2 SMe O H H 4-Cl

i-PrCBr(Me)CH.sub.2 Me O H H 4-Cl

i-PrCBr(Me)CH.sub.2 OMe O H H 4-Cl

i-PrCBr(Me)CH.sub.2 OMe O H H 4-I

i-PrCBr(Me)CH.sub.2 SMe O H H 4-Cl

i-PrCBr(Me)CH.sub.2 SMe O H H 4-I

i-PrCBr(Me)CH.sub.2 SO.sub.2 Me

O H H 4-Cl

i-PrCBr(Me)CH.sub.2 F O H H 4-I

i-PrCBr(Me)CH.sub.2 SMe O H H 2,4-Cl.sub.2

i-PrCBr(Me)CH.sub.2 Cl O H H 4-OMe

i-PrCBr(Me)CH.sub.2 Cl O H H 4-C.sub.6 H.sub.4 Cl-4'

i-PrCBr(Me)CH.sub.2 Cl O H H 4-CN

i-PrCBr(Me)CH.sub.2 Cl S H H 4-Cl

i-PrCBr(Me)CH.sub.2 Cl S H H 4-Bu-t

i-PrCBr(Me)CH.sub.2 Cl S H H 4-CH.sub.2 Ph

i-PrCBr(Me)CH.sub.2 Cl S H H 4-C(Me).sub.2 CN

i-BuCHClCH.sub.2 Cl O H H 4-Cl

i-BuCHClCH.sub.2 Cl O H H 4-I

i-BuCHBrCH.sub.2 Cl O H H 4-Cl

i-BuCHBrCH.sub.2 Cl O H H 4-I

s-BuCHClCH.sub.2 Cl O H H 4-Cl

s-BuCHClCH.sub.2 Cl O H H 4-I

s-BuCHBrCH.sub.2 Cl O H H 4-Cl

s-BuCHBrCH.sub.2 Cl O H H 4-I

t-BuCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-Cl

t-BuCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-I

t-BuCH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-Cl

t-BuCH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-I

BuCHClCH(Me) Cl O H H 4-Cl

BuCHClCH(Me) Cl O H H 4-I

BuCHBrCH(Me) Cl O H H 4-Cl

BuCHBrCH(Me) Cl O H H 4-I

BuCCl(Me)CH.sub.2 Cl O H H 4-Cl

BuCCl(Me)CH.sub.2 Cl O H H 4-Br

BuCCl(Me)CH.sub.2 Cl O H H 4-I

BuCCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2

BuCCl(Me)CH.sub.2 Br O H H 4-Cl

i-PrCCl(Me)CH.sub.2 Cl O H H 4-Cl

i-PrCCl(Me)CH.sub. 2 Cl O H H 4-Br

i-PrCCl(Me)CH.sub.2 Cl O H H 4-I

i-PrCCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2

i-PrCCl(Me)CH.sub.2 Br O H H 4-Cl

i-PrCCl(Me)CH.sub.2 Br O H H 4-I

i-PrCCl(Me)CH.sub.2 I O H H 4-Cl

i-PrCCl(Me)CH.sub.2 I O H H 4-I

i-PrCCl(Me)CH.sub.2 F O H H 4-Cl

i-PrCCl(Me)CH.sub.2 Me O H H 4-Cl

i-PrCCl(Me)CH.sub.2 OMe O H H 4-Cl

i-PrCCl(Me)CH.sub.2 OMe O H H 4-I

i-PrCCl(Me)CH.sub.2 SMe O H H 4-Cl

i-PrCCl(Me)CH.sub.2 SMe O H H 4-I

i-PrCCl(Me)CH.sub.2 SO.sub.2 Me

O H H 4-Cl

i-PrCCl(Me)CH.sub.2 Cl O H Me 4-Cl

i-PrCCl(Me)CH.sub.2 Cl O Cl H 4-Cl

i-PrCCl(Me)CH.sub.2 Cl O H H 2-Cl, 4-I

i-PrCCl(Me)CH.sub.2 Cl O H H 4-Ph

i-PrCCl(Me)CH.sub.2 Cl O H H 4-OCH.sub.2 CF.sub.3

i-PrCCl(Me)CH.sub.2 Cl O H H 2,6-Cl.sub.2

i-PrCCl(Me)CH.sub.2 Cl S H H 4-Cl

i-PrCCl(Me)CH.sub.2 Cl S H H 4-Bu-t

i-PrCCl(Me)CH.sub.2 Cl S H H 4-Et

i-PrCCl(Me)CH.sub.2 Cl S H H 4-COOEt

i-PrCCl(Me)CH.sub.2 Cl S H H 4-C.sub.6 H.sub.4 F-4'

i-PrCCl(Me)CH.sub.2 Cl S H H 4-COPh

i-PrCBr(Me)CH.sub.2 Cl O H H 4-Cl

i-PrCBr(Me)CH.sub.2 Cl O H H 4-Br

i-PrCBr(Me)CH.sub.2 Cl O H H 4-I

i-PrCBr(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2

i-PrCBr(Me)CH.sub.2 Br O H H 4-Cl

i-PrCBr(Me)CH.sub.2 Br O H H 4-I

i-PrCBr(Me)CH.sub.2 I O H H 4-Cl

i-PrCBr(Me)CH.sub.2 I O H H 4-I

i-PrCBr(Me)CH.sub.2 F O H H 4-Cl

HexCHBrCH.sub.2 Cl O H H 4-Cl

HexCHBrCH.sub.2 Cl O H H 4-I

i-BuCCl(Me)CH.sub.2 Cl O H H 4-Cl

i-BuCCl(Me)CH.sub.2 Cl O H H 4-Br

i-BuCCl(Me)CH.sub.2 Cl O H H 4-I

i-BuCCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2

i-BuCCl(Me)CH.sub.2 Br O H H 4-Cl

i-BuCCl(Me)CH.sub.2 I O H H 4-Cl

i-BuCCl(Me)CH.sub.2 I O H H 4-I

i-BuCCl(Me)CH.sub.2 Me O H H 4-Cl

i-BuCCl(Me)CH.sub.2 OMe O H H 4-Cl

i-BuCCl(Me)CH.sub.2 Sme O H H 4-Cl

i-BuCCl(Me)CH.sub.2 F O H H 4-Cl

i-BuCCl(Me)CH.sub.2 Cl O H H 2-F,4-Cl

i-BuCCl(Me)CH.sub.2 Cl O H H 4-OCH.sub.2 CH(Me)O-Q17

i-BuCCl(Me)CH.sub.2 Cl S H H 4-Cl

i-BuCCl(Me)CH.sub.2 Cl S H H 4-Bu-t

i-BuCCl(Me)CH.sub.2 Cl S H H 4-(Q4)

i-BuCCl(Me)CH.sub.2 Cl S H H 4-OC(Me).sub.2 CH.sub.2

OMe

i-BuCBr(Me)CH.sub. 2 C1 O H H 4-Cl

i-BuCBr(Me)CH.sub.2 Cl O H H 4-Br

i-BuCBr(Me)CH.sub.2 Cl O H H 4-I

i-BuCBr(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2

i-BuCBr(Me)CH.sub.2 Br O H H 4-Cl

i-BuCBr(Me)CH.sub.2 I O H H 4-Cl

i-BuCBr(Me)CH.sub.2 Cl S H H 4-Cl

i-BuCBr(Me)CH.sub.2 Cl S H H 4-O(CH.sub.2).sub.3 CCCl

C.sub.8 H.sub.17 CHClCH.sub.2

Cl O H H 4-Cl

Me.sub.2 C(OMe)(CH.sub.2).sub.3 C(Me)CHCHCl

Cl O H H 4-Cl

Me.sub.2 C(OMe)(CH.sub.2).sub.3 CCl(Me)CHClCH.sub.2

Cl O H H 4-Cl

C.sub.14 H.sub.29 CHClCH.sub.2

Cl O H H 4-Cl

Me.sub.2 CCHCH.sub.2 CH.sub.2 CCl(Me)CHClCH.sub.2

Cl O H H 4-Cl

EtCHC(Me)CH.sub.2 CH.sub.2 CHClC(Me).sub.2

Cl O H H 4-Cl

HCC(CH.sub.2).sub.10 CHClCH.sub.2

Cl O H H 4-Cl

s-BuCCl(Me)CH.sub.2 Cl O H H 4-Cl

s-BuCCl(Me)CH.sub.2 Cl O H H 4-Br

s-BuCCl(Me)CH.sub.2 Cl O H H 4-I

s-BuCCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2

s-BuCCl(Me)CH.sub.2 Br O H H 4-Cl

s-BuCCl(Me)CH.sub.2 I O H H 4-Cl

s-BuCCl(Me)CH.sub.2 I O H H 4-I

s-BuCCl(Me)CH.sub.2 Me O H H 4-Cl

s-BuCCl(Me)CH.sub.2 OMe O H H 4-Cl

s-BuCCl(Me)CH.sub.2 SMe O H H 4-Cl

s-BuCCl(Me)CH.sub.2 F O H H 4-Cl

s-BuCCl(Me)CH.sub.2 Cl O H H 2-F, 4-Cl

s-BuCCl(Me)CH.sub.2 Cl O H H 4-O(CH.sub.2).sub.3 CCCl

s-BuCCl(Me)CH.sub.2 Cl S H H 4-Cl

s-BuCCl(Me)CH.sub.2 Cl S H H 4-Bu-t

s-BuCCl(Me)CH.sub.2 Cl S H H 4-Et

s-BuCCl(Me)CH.sub.2 Cl S H H 4-OCH.sub.2 CH(Me)O-Q17

s-BuCBr(Me)CH.sub.2 Cl O H H 4-Cl

s-BuCBr(Me)CH.sub.2 Cl O H H 4-Br

s-BuCBr(Me)CH.sub.2 Cl O H H 4-I

s-BuCBr(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2

s-BuCBr(Me)CH.sub.2 Br O H H 4-Cl

s-BuCBr(Me)CH.sub.2 I O H H 4-Cl

s-BuCBr(Me)CH.sub.2 Cl O H H 4-Bu-t

s-BuCBr(Me)CH.sub.2 Cl S H H 4-Cl

s-BuCBr(Me)CH.sub.2 Cl S H H 4-Bu-t

MeCHCH(CH.sub.2).sub.7 CHClCH.sub.2

Cl O H H 4-Cl

(3,3-Me.sub.2 -Q21)CH.sub.2 CH.sub.2 C(Me)CHCH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-Cl

Me.sub.2 C(OMe)(CH.sub.2).sub. 3 CH(Me)CH.sub.2 CHCHCCl(Me)CH.sub.2

Cl O H H 4-Cl

CH.sub.2CH(CH.sub.2).sub.12 CHClCH.sub.2

Cl O H H 4-Cl

MeCC(CH.sub.2).sub.3 CHClCH.sub.2

Cl O H H 4-Cl

s-BuCBr(Me)CH.sub.2 Cl S H H 4-OC(Me).sub.2 CH.sub.2

OEt

ClCHCH Cl O H H 4-Cl

ClCHCH Cl O H H 4-I

BrCHCH Cl O H H 4-Cl

BrCHCH Cl O H H 4-I

CH.sub.2C(Cl) Cl O H H 4-Cl

CH.sub.2C(Cl) Cl O H H 4-I

CH.sub.2C(Br) Cl O H H 4-Cl

CH.sub.2C(Br) Cl O H H 4-I

CH.sub.2C(CH.sub.2 Cl) Cl O H H 4-Cl

CH.sub.2C(CH.sub.2 Cl) Cl O H H 4-I

CH.sub.2C(CH.sub.2 Br) Cl O H H 4-Cl

Me.sub.2 CC(CH.sub.2 Cl) Cl O H H 4-Cl

Me.sub.2 CC(CH.sub.2 Cl) Cl O H H 4-I

CH.sub.2C(Cl)CH.sub.2 Cl O H H 4-Cl

CH.sub.2C(Cl)CH.sub.2 Cl O H H 4-I

›DETAILED DESCRIPTION OF THE INVENTION · 15 of 34

CH.sub.2C(Br)CH.sub.2 Cl O H H 4-Cl

Me.sub.2 CC(Cl)CH.sub.2 Cl O H H 4-Cl

Me.sub.2 CC(Cl)CH.sub.2 Cl O H H 4-I

Me.sub.2 CC(Br)CH.sub.2 Cl O H H 4-Cl

Me.sub.2 CC(Br)CH.sub.2 Cl O H H 4-I

CH.sub.2CHCH(Me)CHClCH.sub.2 Cl O H H 4-Cl

CH.sub.2CHCH(Me)CHClCH.sub.2 Cl O H H 4-I

CH.sub.2CHCH(Me)CHBrCH.sub.2 Cl O H H 4-Cl

CH.sub.2CHCH(Me)CHBrCH.sub.2 Cl O H H 4-I

CH.sub.2CHCH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-Cl

CH.sub.2CHCH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-I

CH.sub.2CHCH.sub.2 CBr(Me)CH.sub.2

Cl O H H 4-Cl

CH.sub.2CHCH.sub.2 CBr(Me)CH.sub.2

Cl O H H 4-I

CH.sub.2C(Me)CH.sub.2 CHClCH.sub.2

Cl O H H 4-Cl

CH.sub.2C(Me)CH.sub.2 CHClCH.sub.2

Cl O H H 4-I

CH.sub.2C(Me)CH.sub.2 CHBrCH.sub.2

Cl O H H 4-Cl

CH.sub.2C(Me)CH.sub.2 CH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-Cl

CH.sub.2C(Me)CH.sub.2 CH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-I

CH.sub.2C(Me)CH.sub.2 CH.sub.2 CBr(Me)CH.sub.2

Cl O H H 4-Cl

CH.sub.2CHCH.sub.2 CH.sub.2 CHClCH.sub.2

Cl O H H 4-Cl

CH.sub.2CHCH.sub.2 CH.sub.2 CHClCH.sub.2

Cl O H H 4-I

CH.sub.2CHCH.sub.2 CH.sub.2 CHBrCH.sub.2

Cl O H H 4-Cl

CH.sub.2CHCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-Cl

CH.sub.2CHCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-I

CH.sub.2CHCH.sub.2 CH.sub.2 CBr(Me)CH.sub.2

Cl O H H 4-Cl

CH.sub.2C(Me)CH.sub.2 CH.sub.2 CHClCH.sub.2

Cl O H H 4-Cl

CH.sub.2C(Me)CH.sub.2 CH.sub.2 CHClCH.sub.2

Cl O H H 4-I

CH.sub.2C(Me)CH.sub.2 CH.sub.2 CHBrCH.sub.2

Cl O H H 4-Cl

CH.sub.2CHCH(Me)CH.sub.2 CHClCH.sub.2

Cl O H H 4-Cl

CH.sub.2CHCH(Me)CH.sub.2 CHClCH.sub.2

Cl O H H 4-I

CH.sub.2CHCH.sub.2 CH(Me)CHClCH.sub.2

Cl O H H 4-Cl

CH.sub.2CHCH.sub.2 CH(Me)CHClCH.sub.2

Cl O H H 4-I

CH.sub.2CHCH.sub.2 CH(Me)CHBrCH.sub.2

Cl O H H 4-Cl

CH.sub.2CHCH.sub.2 CH(Me)CHBrCH.sub.2

Cl O H H 4-I

MeCHCHCH.sub.2 CHClCH.sub.2 Cl O H H 4-Cl

MeCHCHCH.sub.2 CHClCH.sub.2 Cl O H H 4-I

MeCHCHCH.sub.2 CHBrCH.sub. 2 Cl O H H 4-Cl

MeCHCHCH.sub.2 CHBrCH.sub.2 Cl O H H 4-I

CH.sub.2CH(CH.sub.2).sub.3 CHClCH.sub.2

Cl O H H 4-Cl

CH.sub.2CH(CH.sub.2).sub.3 CHClCH.sub.2

Cl O H H 4-I

CH.sub.2CH(CH.sub.2).sub.3 CHBrCH.sub.2

Cl O H H 4-Cl

CH.sub.2CH(CH.sub.2).sub.3 CHBrCH.sub.2

Cl O H H 4-I

CH.sub.2Ch(CH.sub.2).sub.4 CHClCH.sub.2

Cl O H H 4-Cl

CH.sub.2CH(CH.sub.2).sub.2 CHClCH.sub.2

Cl O H H 4-I

CH.sub.2CH(CH.sub.2).sub.4 CHClCH.sub.2

Br O H H 4-Cl

CH.sub.2CH(CH.sub.2).sub.4 CHClCH.sub.2

I O H H 4-I

Ch.sub.2CH(CH.sub.2).sub.4 CHBrCH.sub.2

Cl O H H 4-Cl

CH.sub.2CH(CH.sub.2).sub.4 CHBrCH.sub.2

Cl O H H 4-I

CH.sub.2C(Cl)CH.sub.2 Cl O H H 4-Cl

CH.sub.2C(Cl)CH.sub.2 Cl O H H 4-I

CH.sub.2C(Cl)CH.sub.2 Br O H H 4-Cl

CH.sub.2C(Cl)CH.sub.2 I O H H 4-i

Ch.sub.2C(CH.sub.2 Cl)CH.sub.2

Cl O H H 4-Cl

CH.sub.2C(CH.sub.2 Cl)CH.sub.2

Cl O H H 4-I

CH.sub.2C(CH.sub.2 Cl)CH.sub.2

Br O H H 4-Cl

Ch.sub.2C(CH.sub.2 Cl)CH.sub.2

I O H H 4-I

ClCHCHCH.sub.2 Cl O H H 4-Cl

ClCHCHCH.sub.2 Cl O H H 4-I

ClCHCHCH.sub.2 Br O H H 4-Cl

ClCHCHCH.sub.2 I O H H 4-Cl

BrCHCHCH.sub.2 Cl O H H 4-Cl

BrCHCHCH.sub.2 Cl O H H 4-I

ClCHC(Cl)CH.sub.2 Cl O H H 4-Cl

ClCHC(Cl)CH.sub.2 Cl O H H 4-I

ClCHC(C1)CH.sub.2 Br O H H 4-Cl

ClCHC(Cl)CH.sub.2 I O H H 4-Cl

BrCHC(Br)CH.sub.2 Cl O H H 4-Cl

BrCHC(Br)CH.sub.2 Cl O H H 4-I

ClCH.sub.2 CHCHCH.sub.2 Cl O H H 4-Cl

ClCH.sub.2 CHCHCH.sub.2 Cl O H H 4-I

ClCH.sub.2 CHCHCH.sub.2 Br O H H 4-Cl

ClCH.sub.2 CHCHCH.sub.2 I O H H 4-Cl

BrCN.sub.2 CNCHCH.sub.2 Cl O H H 4-Cl

BrCN.sub.2 CHCHCH.sub.2 Cl O H H 4-I

BrCH.sub.2 CHCHCH.sub.2 Br O H H 4-Cl

BrCH.sub.2 CHCHCH.sub.2 I O H H 4-Cl

MeC(Cl)CHCH.sub.2 Cl O H H 4-Cl

MeC(Cl)CHCH.sub.2 Cl O H H 4-I

MeC(Cl)CHCH.sub.2 Br O H H 4-Cl

MeC(Cl)CHCH.sub.2 I O H H 4-Cl

CH.sub.2CHCHClCH.sub.2 Cl 0 H H 4-Cl

CH.sub.2CHCHClCH.sub.2 Cl O H H 4-I

CH.sub.2CHCHClCH.sub.2 Br O H H 4-Cl

CH.sub.2CHCHClCH.sub.2 I O H H 4-Cl

ClCH.sub.2 CCCH.sub.2 Cl O H H 4-Cl

ClCH.sub.2 CCCH.sub.2 Cl O H H 4-I

ClCC Cl O H H 4-Cl

ClCC Cl O H H 4-I

BrCC Cl O H H 4-I

ClcCCH.sub.2 Cl 0 H H methyl

ClCCCH.sub.2 Cl O H H 4-I

BrC CCH.sub.2 Cl O H H 4-Cl

BrCCCH.sub.2 Cl O H H 4-I

ClCH.sub.2 CC Cl O H H 4-Cl

ClCH.sub.2 CC C1 0 H H 4-Cl

BrCH.sub.2 CC Cl O H H 4-Cl

BrCH.sub.2 CC Cl O H H 4-I

Q1-2,2-F.sub.2 Cl O H H 4-Cl

Q1-2,2-F.sub.2 Cl O H H 4-I

(Q1-2,2-Cl.sub.2) CH.sub.5

Cl H H 4-Cl

(Q1-2,2-Cl.sub.2)CH.sub.3 Cl O H H 4-I

(Q1-2,2-Br.sub.2)CH.sub.2 Cl O O H H

(Q1-2,2-Br.sub.2)CH.sub.2 Cl O H H 4-I

(Q1-2,2-F.sub.2)CH.sub.2 Cl O H H 4-Cl

(Q1-2,2-F.sub.2)CH.sub.2 C O H H 4-I

(Q1-2,2-F.sub.2 -3-Me)CH.sub.2

Cl O H H 4-Cl

(Q1-2,2-F.sub.2 -3-Me)CH.sub.2

Cl O H H 4-I

(Q1-2,2-Cl.sub.2 -3-Me)CH.sub.2

Cl O H H 4-Cl

(Q1-2,2-Cl.sub.2 -3-Me)CH.sub.2

Cl O H H 4-I

(Q1-2,2-F.sub.2 3,3-Me.sub.2)CH.sub.2

Cl O H H 4-Cl

(Q1-2,2-F.sub.2 3,3-Me.sub.2)CH.sub.2

Cl O H H 4-I

(Q1-2,2-Cl.sub.2 3,3-Me.sub.2)CH.sub.2

Cl O H H 4-Cl

(Q1-2,2-Cl.sub.2 3,3-Me.sub.2)CH.sub.2

Cl O H H 4-I

(Q1-2,2-Br.sub.2 3,3-Me.sub.2)CH.sub.2

Cl O H H 4-Cl

(Q1-2,2-Br.sub.2 3,3-Me.sub.2)CH.sub.2

Cl O H H 4-I

(Q1-2-Cl-3,3-Me.sub.2)CH.sub.2

Cl O H H 4-Cl

(Q1-2-Cl-3,3-Me.sub.2)CH.sub.2

Cl O H H 4-I

(Q1-2-cl-3-Me)CH.sub.2 Cl O H H 4-Cl

(Q1-2-Cl-3-Me)CH.sub.2 Cl O H H 4-I

(Q1-2,2-Cl.sub.2 -1-Me)CH(Me)

Cl O H H 4-Cl

(Q1-2,2-Cl.sub.2 -1-Me)CH(Me)

Cl O H H 4-I

(Q1-2,2-F.sub.2 -1-Me)CH.sub.2

Cl O H H 4-Cl

(Q1-2,2-F.sub.2 -1-Me)CH.sub.2

Cl O H H 4-I

(Q1-2,2-F.sub.2 -l-Cl)CH.sub.2

Cl O H H 4-Cl

(Q1-2,2-F.sub.2 -1-Cl)CH.sub.2

Cl O H H 4-I

(Q1-2,2-Cl.sub.2 l-Me)CH.sub.2 CH.sub.2

Cl O H H 4-Cl

(Q1-2,2-Cl.sub.2 -1-Mel) CH.sub.2 CH.sub.3

Cl O H H 4-I

(Q1-2,2-Cl.sub.2 3,3-Me.sub.2)CH.sub.2 CH.sub.2

Cl O H H 4-Cl

(Q1-2,2-Cl.sub.2 3,3-Me.sub.2)CH.sub.2 Ch.sub.2

Cl O H H 4-I

(Q1-2-Cl)CH.sub.2 CH.sub.2 Cl O H H 4-Cl

(Q1-2-Cl)CH.sub.2 Ch.sub.2 Cl O H H 4-I

(Q1-2,2-F.sub.2)CH.sub.2 Ch.sub.2

Cl O H H 4-Cl

(Q1-2,2-F.sub.2)CH.sub.2 CH.sub.2

Cl O H H 4-I

(Q1-2,2-F.sub.2)CH.sub.2 Ch.sub.2 CH.sub.2

Cl O H H 4-Cl

(Q1-2,2-F.sub.2)CH.sub.2 Ch.sub.2 CH.sub.2

Cl O H H 4-I

(Q1-1-Cl)CH.sub.2 Cl O H H 4-Cl

(Q1-1-Cl)CH.sub.2 Cl O H H 4-I

(Q1-1-Cl)CH.sub.2 Br O H H 4-Cl

(Q1-1-Cl)CH.sub.2 I O H H 4-Cl

(Q1-1-Br)CH.sub.2 Cl O H H 4-Cl

(Q1-1-Br)CH.sub.2 Cl O H H 4-I

(Q1-1-Br)CH.sub.2 Br O H H 4-Cl

(Q1-1-Br)CH.sub.2 I O H H 4-Cl

(Q2-1-Cl)CH.sub.2 Cl O H H 4-Cl

(Q2-1-Cl)CH.sub.2 Cl O H H 4-I

(Q2-1-Cl)CH.sub.2 Br O H H 4-Cl

(Q2-1-Cl)CH.sub.2 I O H H 4-Cl

(Q2-1-Br)CH.sub.2 Cl O H H 4-Cl

(Q2-1-Br)CH.sub.2 Cl O H H 4-I

(Q2-1-Br)CH.sub.2 Br O H H 4-Cl

(Q2-1-Br)CH.sub.2 I O H H 4-Cl

›DETAILED DESCRIPTION OF THE INVENTION · 16 of 34

(Q3-1-Cl)CH.sub.2 Cl O H H 4-Cl

(Q3-1-Cl)CH.sub.2 Cl O H H 4-I

(Q3-1-Cl)CH.sub.2 Br O H H 4-Cl

(Q3-1-Cl)CH.sub.2 I O H H 4-Cl

(Q3-1-Br)CH.sub.2 Cl O H H 4-Cl

(Q3-1-Br)CH.sub.2 Cl O H H 4-I

(Q3-1-Br)CH.sub.2 Br O H H 4-Cl

(Q3-1-Br)CH.sub.2 I O H H 4-Cl

Q3-2-Cl Cl O H H 4-Cl

Q3-2-Cl Cl O H H 2,4-Cl.sub.2

Q3-2-Cl Cl O H H 4-I

Q3-2-Cl Br O H H 4-Cl

Q3-2-Cl I O H H 4-Cl

Q3-2-cl Cl S H H 4-Cl

Q3-2-Cl Cl S H H 4-Bu-t

Q3-2-Br Cl O H H 4-Cl

Q3-2-Br Cl O H H 2,4-Cl.sub.2

Q3-2-Br Cl O H H 4-I

Q3-2-Br Br O H H 4-Cl

Q3-2-Br I O H H 4-Cl

Q3-2-Br Cl S H H 4-Cl

Q3-2-Br Cl S H H 4-Bu-t

Q3-CH(Cl)CH.sub.2 Cl O H H 4-Cl

Q3-CH(Cl)CH.sub.2 Cl O H H 4-I

Q3-CH(Br)CH.sub.2 Cl O H H 4-Cl

Q3-CH(Br)CH.sub.2 Cl O H H 4-I

Q3-1,2,3,3,4,4,5,5-F.sub.8 Cl O H H 4-Cl

Q3-1,2,3,3,4,4,5,5-F.sub.8 Cl O H H 4-I

Q3-1,2,3,3,4,4,5-F.sub.7 Cl O H H 4-Cl

Q3-1,2,3,3,4,4,5-F.sub.7 Cl O H H 4-I

Q4-CHClCH.sub.2 Cl O H H 4-Cl

Q4-CHClCH.sub.2 Cl O H H 4-I

Q4-CHBrCH.sub.2 Cl O H H 4-Cl

Q4-CHBrCH.sub.2 Cl O H H 4-I

(Q4-1-Cl)CH.sub.2 Cl O H H 4-Cl

(Q4-1-Cl)CH.sub.2 Cl O H H 4-I

(Q4-1-Cl)CH.sub.2 Br O H H 4-Cl

(Q4-1-Cl)CH.sub.2 I O H H 4-Cl

(Q4-1-Br)CH.sub.2 Cl O H H 4-Cl

(Q4-1-Br)CH.sub.2 Cl O H H 4-I

(Q4-1-Br)CH.sub.2 Br O H H 4-Cl

(Q4-1-Br)CH.sub.2 I O H H 4-Cl

Q4-1,2-Cl.sub.2 Cl O H H 4-Cl

Q4-1,2-Cl.sub.2 Cl O H H 4-I

Q4-1,2-C.sub.2 Br O H H 4-Cl

Q4-1,2-Cl.sub.2 I O H H 4-Cl

Q4-1,2-Br.sub.2 Cl O H H 4-Cl

Q4-1,2-Br.sub.2 Cl O H H 4-I

Q4-1,2-Br.sub.2 Br O H H 4-Cl

Q4-1,2-Br.sub.2 I O H H 4-Cl

Q4-2-Cl-2-Me Cl O H H 4-Cl

Q4-2-Cl-2-Me Cl O H H 4-I

Q4-2-Cl-2-Me Br O H H 4-Cl

Q4-2-Cl-2-Me I O H H 4-Cl

Q4-2-Br-2-Me Cl O H H 4-Cl

Q4-2-Br-2-Me Cl O H H 4-I

Q4-2-Br-2-Me Br O H H 4-Cl

Q4-2-Br-2-Me I O H H 4-Cl

Q4-2-Cl-1-Me Cl O H H 4-Cl

Q4-2-Cl-1-Me Cl O H H 4-I

Q4-2-Cl-1-Me Br O H H 4-Cl

Q4-2-Cl-1-Me I O H H 4-Cl

Q4-2-Br-1-Me Cl O H H 4-Cl

Q4-2-Br-1-Me Cl O H H 4-I

Q4-2-Br-1-Me Br O H H 4-Cl

Q4-2-Br-1-Me I O H H 4-Cl

Q4-2,2-Cl.sub.2 Cl O H H 4-Cl

Q4-2,2-Cl.sub.2 Cl O H H 4-I

Q4-2,2-Cl.sub.2 Br O H H 4-Cl

Q4-2,2-Cl.sub.2 I O H H 4-Cl

Q4-2-Cl-2-Br Cl O H H 4-Cl

Q4-2-Cl-2-Br Cl O H H 4-I

Q4-2-Cl-2-Br Br O H H 4-Cl

Q4-2-Cl-2-Br I O H H 4-Cl

Q4-2-Cl-4-Me Cl O H H 4-Cl

Q4-2-Cl-4-Me Cl O H H 4-I

Q4-2-Cl-4-Me Br O H H 4-Cl

Q4-2-Cl-4-Me I O H H 4-Cl

Q4-2-Br-4-Me Cl O H H 4-Cl

Q4-2-Br-4-Me Cl O H H 4-I

Q4-2-Br-4-Me Br O H H 4-Cl

Q4-2-Br-4-Me I O H H 4-Cl

Q4-2-Cl-5-Me Cl O H H 4-Cl

Q4-2-Cl-5-Me Cl O H H 4-I

Q4-2-Cl-5-Me Br O H H 4-Cl

Q4-2-Cl-5-Me I O H H 4-Cl

Q4-2-Br-5-Me Cl O H H 4-Cl

Q4-2-Br-5-Me Cl O H H 4-I

Q4-2-Br-5-Me Br O H H 4-Cl

Q4-2-Br-5-Me I O H H 4-Cl

Q4-2-Cl Cl O H H 4-Cl

Q4-2-Cl Cl O H H 4-Br

Q4-2-Cl Cl O H H 2,4-Cl.sub.2

Q4-2-Cl Br O H H 4-Cl

Q4-2-Cl Br O H H 4-I

Q4-2-Cl I O H H 4-Cl

Q4-2-Cl F O H H 4-Cl

Q4-2-Cl Me O H H 4-Cl

Q4-2-Cl OMe O H H 4-Cl

Q4-2-Cl OMe O H H 4-I

Q4-2-Cl SMe O H H 4-Cl

Q4-2-Cl SMe O H H 4-I

Q4-2-Cl SO.sub.2 Me

O H H 4-Cl

Q4-2-Cl Cl O H Me 4-Cl

Q4-2-Cl Cl O Cl H 4-Cl

Q4-2-Cl OMe O H H 4-Br

Q4-2-Cl SO.sub.2 Et

O H H 4-Cl

Q4-2-Cl Cl O H H 2-Me

Q4-2-Cl Cl O H H 4-OPr

Q4-2-Cl Cl O H H 4-CF.sub.3

Q4-2-Cl Cl O H H 2,4,5-Cl.sub.3

Q4-2-Cl Cl S H H 4-Cl

Q4-2-Cl Cl S H H 4-Bu-t

Q4-2-Cl Cl S H H 4-C.sub.6 H.sub.4 Cl-4'

Q4-2-Cl Cl S H H 4-OC.sub.6 H.sub.4 F-4'

Q4-2-Cl Cl S H H 4-(Q4)

Q4-2-Cl Cl S H H 4-SiMe.sub.3

Q4-2-Br Cl O H H 4-Cl

Q4-2-Br Cl O H H 4-Br

Q4-2-Br Cl O H H 2,4-Cl.sub.2

Q4-2-Br Br O H H 4-Cl

Q4-2-Br Br O H H 4-I

Q4-2-Br I O H H 4-Cl

Q4-2-Br F O H H 4-Cl

Q4-2-Br Me O H H 4-Cl

Q4-2-Br OEt O H H 4-Cl

Q4-2-Br SEt O H H 4-Cl

Q4-2-Br SO.sub.2 Me

O H H 4-Cl

Q4-2-Br Cl O H Et 4-Cl

Q4-2-Br Cl O Cl H 4-Cl

Q4-2-Br Cl O H H 2-F,4-cl

Q4-2-Br OPr O H H 4-Cl

Q4-2-Br Cl O H Bu 4-I

Q4-2-Br Cl O H H 4-Me

Q4-2-Br Cl O H H 4-OCHF.sub.2

Q4-2-Br Cl S H H 4-Cl

Q4-2-Br Cl S H H 4-Bu-t

Q4-2-Br Cl S H H 4-OC(Me).sub.2 CH.sub.2

OPr

Q4-2-Br Cl S H H 4-SMe

Q4-2-Br Cl S H H 4-I

Q4-F.sub.11 Cl O H H 4-Cl

Q4-F.sub.11 Cl O H H 4-I

(Q4-F.sub.11)CH.sub.2 C1 O H H 4-Cl

(Q4-F.sub.11)CH.sub.2 cl O H H 4-I

(Q4-1,2,2,3,4,4,5,5,6,6-F.sub.10 -3-CFp.sub.3)CH.sub.2

Cl O H H 4-Cl

(Q4-1,2,2,3,3,4,5,5,6,6-F.sub.10 -4-CF.sub.3 O)CH.sub.2

Cl O H H 4-Cl

Q5-2-Cl C1 O H H 4-Cl

Q5-2-Cl Cl O H H 2,4-Cl.sub.2

Q5-2-Cl Cl O H H 4-I

Q5-2-Cl Br O H H 4-Cl

Q5-2-Cl I O H H 4-Cl

Q5-2-Cl Cl S H H 4-Cl

Q5-2-Cl Cl S H H 4-Bu-t

Q5-2-Cl Cl O H H 4-Cl

Q5-2-Cl Cl O H H 2,4-Cl.sub.2

Q5-2-Cl Cl O H H 4-I

Q5-2-Cl Br O H H 4-Cl

Q5-2-Cl I O H H 4-Cl

Q5-2-Cl Cl S H H 4-Cl

Q5-2-Cl Cl S H H 4-Bu-t

FCH.sub.2 C(Me).sub.2 Cl O H H 4-Cl

FCH.sub.2 C(Me).sub.2 Cl O H H 4-I

Me.sub.2 CF Cl O H H 4-Cl

Me.sub.2 CF Cl O H H 4-I

(CF.sub.3).sub.2 CH Cl O H H 4-Cl

(CF.sub.3).sub.2 CH Cl O H H 4-I

(CF.sub.3).sub.2 CF Cl O H H 4-Cl

(CF.sub.3).sub.2 CF Cl O H H 4-I

CHF.sub.2 C(CF.sub.3)F Cl O H H 4-Cl

CHF.sub.2 C(CF.sub.3)F Cl O H H 4-I

(CHF.sub.2).sub.2 C(Me) Cl O H H 4-Cl

(CHF.sub.2).sub.2 C(Me) Cl O H H 4-I

MeCH(F)CH.sub.2 Cl O H H 4-Cl

MeCH(F)CH.sub.2 Cl O H H 4-I

CF.sub.3 CH.sub.2 CH.sub.2 Cl O H H 4-Cl

CF.sub.3 CH.sub.2 CH.sub.2 Cl O H H 4-I

CHF.sub.2 CF.sub.2 CH.sub.2 Cl O H H 4-Cl

CHF.sub.2 CF.sub.2 CH.sub.2 Cl O H H 4-I

CF.sub.3 CCl.sub.2 CH.sub.2 Cl O H H 4-Cl

CF.sub.3 CCl.sub.2 CH.sub.2 Cl O H H 4-I

CF.sub.3 CHFCF.sub.2 Cl O H H 4-Cl

CF.sub.3 CHFCF.sub.2 Cl O H H 4-I

CF.sub.3 CHFCF(CF.sub.3) Cl O H H 4-Cl

CF.sub.3 CHFCF(CF.sub.3) Cl O H H 4-I

CF.sub.3 CHCH Cl O H H 4-Cl

CF.sub.3 CHCH Cl O H H 4-I

CF.sub.3 CFCF Cl O H H 4-Cl

CF.sub.3 CFCF Cl O H H 4-I

CF.sub.3 CCl.sub.2 CCl(CF.sub.3)

Cl O H H 4-Cl

CF.sub.3 CCl.sub.2 CCl(CF.sub.3)

Cl O H H 4-I

CF.sub.3 CBrClCCl(CF.sub.3) Cl O H H 4-Cl

CF.sub.3 CF.sub.2 CF.sub.2 Cl O H H 4-Cl

CF.sub.3 CF.sub.2 CF.sub.2 Cl O H H 4-I

CF.sub.3 CHFCF.sub.2 Cl O H H 4-Cl

CF.sub.3 CHFCF.sub.2 Cl O H H 4-I

(CF.sub.3).sub.2 CFCH.sub.2 Cl O H H 4-Cl

(CF.sub.3).sub.2 CFCHFCF.sub.2

Cl O H H 4-Cl

(CF.sub.3).sub.2 CFCHFCF.sub.2

Cl O H H 4-I

CF.sub.2CFCH.sub.2 CH.sub.2 Cl O H H 4-Cl

CF.sub.2CFCH.sub.2 CH.sub.2 Cl O H H 4-I

C.sub.3 F.sub.7 CHClCH.sub.2 Cl O H H 4-Cl

C.sub.3 F.sub.7 CHClCH.sub.2 Cl O H H 4-I

C.sub.3 F.sub.7 CHBrCH.sub.2 Cl O H H 4-Cl

C.sub.3 F.sub.7 CHBrCH.sub.2 Cl O H H 4-I

H(CF.sub.2).sub.4 CH.sub.2 Cl O H H 4-Cl

H(CF.sub.2).sub.4 CH.sub.2 Cl O H H 4-I

H(CF.sub.2).sub.6 CH.sub.2 Cl O H H 4-Cl

H(CF.sub.2).sub.6 CH.sub.2 Cl O H H 4-I

F(CF.sub.2).sub.3 CF(CF.sub.3)CH.sub.2

Cl O H H 4-Cl

›DETAILED DESCRIPTION OF THE INVENTION · 17 of 34

F(CF.sub.2).sub.3 CF(CF.sub.3)CH.sub.2

Cl O H H 4-I

F(CF.sub.2).sub.5 CHFCF.sub.2

Cl O H H 4-Cl

F(CF.sub.2).sub.5 CHFCF.sub.2

Cl O H H 4-I

F(CF.sub.2).sub.8 Cl O H H 4-Cl

F(CF.sub.2).sub.8 Cl O H H 4-I

CF.sub.3 CFClCF.sub.2 Cl O H H 4-Cl

CF.sub.3 CFClCF.sub.2 Cl O H H 4-I

CF.sub. 3 CFBrCF.sub.2 Cl O H H 4-Cl

CF.sub.3 CF(OMe)CF.sub.2 Cl O H H 4-Cl

CF.sub.3 CF(OMe)CF.sub.2 Cl O H H 4-I

Q6-3-Cl Cl O H H 4-Cl

Q6-3-Cl Cl O H H 4-I

Q6-3-Br Cl O H H 4-Cl

Q6-3-Br Cl O H H 4-I

(Q1-2,2-Me.sub.2 -3-COOEt)CHClC(Me).sub.2

Cl O H H 4-Cl

(Q1-2,2-Me.sub.2 -3-COOEt)CHClC(Me).sub.2

Cl O H H 4-I

(Q1-2,2-Me.sub.2 -3-COOEt)CHBrC(Me).sub.2

Cl O H H 4-Cl

(Q1-2,2-Me-.sub.2 -3-COOEt)CH(CCl(Me).sub.2)

Cl O H H 4-Cl

(Q1-2,2-Me.sub.2 -3-COOEt)CH(CCl(Me).sub.2)

Cl O H H 4-I

Q3-1-Me-2-Cl Cl O H H 4-Cl

Q3-1-Me-2-Cl Cl O H H 4-I

Q3-1-Me-2-Br Cl O H H 4-I

Q3-2-Me-1-Cl Cl O H H 4-Cl

Q3-2-Me-1-Cl Cl O H H 4-I

Q3-2-Me-1-Br Cl O H H 4-Cl

Q4-1-Ph-2-Cl Cl O H H 4-Cl

Q4-1-Ph-2-Cl Cl O H H 4-I

Q4-1-Ph-2-Br Cl O H H 4-Cl

Q4-2-Ph-1-Cl Cl O H H 4-Cl

Q4-2-Ph-1-Cl Cl O H H 4-I

Q4-2-Cl-3-CHMe(OMe) Cl O H H 4-Cl

Q4-2-Cl-3-CHMe(OMe) Cl O H H 4-I

Q4-2-Cl-6-CHMe(OMe) Cl O H H 4-Cl

Q4-2-Cl-6-CHMe(OMe) Cl O H H 4-I

Q4-2-Cl-3-CHMe(OCOMe) Cl O H H 4-Cl

Q4-2-Cl-4-COMe Cl O H H 4-Cl

Q4-2-Cl-4-COMe Cl O H H 4-I

Q4-2-Cl-5-COMe Cl O H H 4-I

Q7-2-Cl Cl O H H 4-Cl

Q7-2-Cl Cl O H H 4-I

Q7-2-Br Cl O H H 4-Cl

Q7-2-Br Cl O H H 4-I

Q8-1-Cl Cl O H H 4-Cl

Q8-1-Cl Cl O H H 4-I

Q8-1-Br Cl O H H 4-I

Q8-3-Cl Cl O H H 4-Cl

Q8-3-Cl Cl O H H 4-I

Q8-3-Br Cl O H H 4-Cl

Q7-1-Me-2-Cl Cl O H H 4-Cl

Q7-1-Me-2-Cl Cl O H H 4-I

Q7-1-Me-2-Cl I O H H 4-Cl

Q8-1-Me-1-Cl Cl O H H 4-Cl

Q8-1-Me-1-Cl Cl O H H 4-I

Q8-1-Me-1-Cl I O H H 4-Cl

Q10-4-Cl-4-OMe Cl O H H 4-I

Q11-3-Cl-4-OMe Cl O H H 4-Cl

Q9-3-Cl-6-COOMe Cl O H H 4-Cl

Q10-2-Cl-6-COOMe Cl O H H 4-Cl

Q9-3-Cl-6-CH.sub.2 OMe Cl O H H 4-Cl

Q10-2-Cl-6-CH.sub.2 OEt Cl O H H 4-Cl

Q9-3-Cl Cl O H H 4-Cl

Q9-3-Cl Cl O H H 4-I

Q9-3-Cl Br O H H 4-Cl

Q9-3-Cl I O H H 4-Cl

Q9-3-Cl Cl S H H 4-Cl

Q9-3-Cl Cl S H H 4-Bu-t

Q9-3-Br Cl O H H 4-Cl

Q9-3-Br Cl O H H 4-I

Q9-3-Br Br O H H 4-Cl

Q9-3-Br I O H H 4-Cl

Q9-3-Br Cl S H H 4-Cl

Q9-3-Br Cl S H H 4-Bu-t

Q10-2-Cl Cl O H H 4-Cl

Q10-2-Cl Cl O H H 4-I

Q10-2-Cl Br O H H 4-Cl

Q10-2-Cl I O H H 4-Cl

Q10-2-Cl Cl S H H 4-Cl

Q10-2-Cl Cl S H H 4-Bu-t

Q10-2-Br Cl O H H 4-Cl

Q10-2-Br Cl O H H 4-I

Q10-2-Br Br O H H 4-Cl

Q10-2-Br I O H H 4-Cl

Q10-2-Br Cl S H H 4-Cl

Q10-2-Br Cl S H H 4-Bu-t

Q9-3-Cl-6-OEt Cl O H H 4-I

Q10-2-Cl-6-OEt Cl O H H 4-Cl

Q10-2-Cl-6-OEt Cl O H H 4-I

Q9-3-Cl-6-OMe Cl O H H 4-Cl

Q10-2-Cl-6-OMe Cl O H H 4-Cl

Q10-2-Cl-6-OMe Cl O H H 4-I

Q12-2-Cl-1-Me Cl O H H 4-Cl

Q12-2-Cl-1-Me Cl O H H 4-I

Q13-1-Cl-1-Me Cl O H H 4-Cl

Q13-1-Cl-1-Me I O H H 4-I

Q12-2-Cl Cl O H H 4-Cl

Q12-2-Cl Cl O H H 4-I

Q12-2-Cl Br O H H 4-Cl

Q12-2-Cl I O H H 4-Cl

Q12-2-Cl Cl S H H 4-Cl

Q12-2-Cl Cl S H H 4-Bu-t

Q12-2-Br Cl O H H 4-Cl

Q12-2-Br Cl O H H 4-I

Q13-1-Cl Cl O H H 4-Cl

Q13-1-Cl Cl O H H 4-I

Q13-1-Cl Br O H H 4-Cl

Q13-1-Cl I O H H 4-Cl

Q13-1-Cl Cl S H H 4-Cl

Q13-1-Cl Cl S H H 4-Bu-t

Q13-1-Br Cl O H H 4-Cl

Q13-1-Br Cl O H H 4-I

Q14-1-Cl Cl O H H 4-Cl

Q14-1-Cl Cl O H H 4-I

Q14-1-Br Cl O H H 4-Cl

Q14-1-Br Cl O H H 4-I

Q15-1-Cl Cl O H H 4-Cl

Q15-1-Cl Cl O H H 4-I

Q15-1-Cl Br O H H 4-Cl

Q15-1-Cl I O H H 4-Cl

Q15-1-Cl Cl S H H 4-Cl

Q15-1-Cl Cl S H H 4-Bu-t

Q15-1-Br Cl O H H 4-Cl

Q15-1-Br Cl O H H 4-I

Q15-4-Cl Cl O H H 4-Cl

Q15-4-Cl Cl O H H 4-I

Q16-3-Cl Cl O H H 4-Cl

Q16-3-Cl Cl O H H 4-I

Q15-4-Cl-4-Me Cl O H H 4-Cl

Q15-4-Cl-4-Me Cl O H H 4-I

Q16-3-Cl-4-Me Cl O H H 4-Cl

Q16-3-Cl-4-Me Cl O H H 4-I

Q14-2-Cl-4-CHCl.sub.2 Cl O H H 4-Cl

Q14-2-Cl-4-CHCl.sub.2 Cl O H H 4-I

Q15-1-Cl-4-CHCl.sub.2 Cl O H H 4-I

ClCH.sub.2 CHPh Cl O H H 4-Cl

ClCH.sub.2 CHPh Cl O H H 4-I

ClCH.sub.2 CHPh Br O H H 4-Cl

ClCH.sub.2 CHPh I O H H 4-Cl

PhCHClCH.sub.2 Cl O H H 4-Cl

PhCHClCH.sub.2 Cl O H H 4-I

BrCH.sub.2 CHPh Cl O H H 4-Cl

PhCHBrCH.sub.2 Cl O H H 4-Cl

ClCH.sub.2 C(Me)Ph Cl O H H 4-Cl

ClCH.sub.2 C(Me)Ph Cl O H H 4-I

ClCH.sub.2 C(Me)Ph Br O H H 4-Cl

ClCH.sub.2 C(Me)Ph I O H H 4-Cl

PhCCl(Me)CH.sub.2 Cl O H H 4-Cl

PhCCl(Me)CH.sub.2 Cl O H H 4-I

PhCBr(Me)CH.sub.2 Cl O H H 4-Cl

PhCBr(Me)CH.sub.2 Cl O H H 4-I

MeCHClC(Me)Ph Cl O H H 4-Cl

MeCHClC(Me)Ph Cl O H H 4-I

MeCHClc(Et)Ph Cl O H H 4-I

MeCHClCHPh Cl O H H 4-Cl

MeCHClCHPh Cl O H H 4-I

ClCH.sub.2 CH(Q-17) Cl O H H 4-Cl

ClCH.sub.2 CH(Q-17) Cl O H H 4-I

BrCH.sub.2 CH(Q-17) Cl O H H 4-I

ClCH.sub.2 CH(Q-18) Cl O H H 4-Cl

ClCH.sub.2 CH(Q-18) Cl O H H 4-I

ClCH.sub.2 CH(Q-18) Cl O H H 4-Cl

ClCH.sub.2 CH(Q-18) Cl O H H 4-I

ClCH.sub.2 CH(Q-18) Br O H H 4-Cl

ClCH.sub.2 CH(Q-18) I O H H 4-Cl

ClCH.sub.2 CH(Q-18) Cl S H H 4-Cl

ClCH.sub.2 CH(Q-18) Cl S H H 4-Bu-t

BrCH.sub.2 CH(Q-18) Cl O H H 4-Cl

BrCH.sub.2 CH(Q-18) Cl O H H 4-I

Q19-5-Cl Cl O H H 4-Cl

Q19-5-Cl Cl O H H 4-I

Q19-5-Cl Cl O H H 4-Cl

Q19-5-Cl Cl O H H 4-I

Q19-5-Cl Br O H H 4-Cl

Q19-5-Cl I O H H 4-Cl

Q19-5-Cl Cl S H H 4-Cl

Q19-5-Cl Cl S H H 4-Bu-t

Q19-5-Br Cl O H H 4-Cl

Q19-5-Br Cl O H H 4-I

Q20-5-Cl Cl O H H 4-Cl

Q20-5-Cl Cl O H H 4-I

Q20-5-Cl Cl O H H 4-Cl

Q20-5-Cl Cl O H H 4-I

Q20-5-Cl Br O H H 4-Cl

Q20-5-Cl I O H H 4-Cl

Q20-5-Cl Cl S H H 4-Cl

Q20-5-Cl Cl S H H 4-Bu-t

Q20-5-Br Cl O H H 4-Cl

Q20-5-Br Cl O H H 4-I

EtOCH.sub.2 CHClCH.sub.2 Cl O H H 4-Cl

EtOCH.sub.2 CHClCH.sub.2 Cl O H H 4-I

EtOCH.sub.2 CHClCH.sub.2 Cl O H H 4-Cl

EtOCH.sub.2 CHClCH.sub.2 Cl O H H 4-I

EtOCH.sub. 2 CHClCH.sub.2 Br O H H 4-Cl

EtOCH.sub.2 CHClCH.sub.2 I O H H 4-Cl

EtOCH.sub.2 CHClCH.sub.2 Cl S H H 4-Cl

EtOCH.sub.2 CHClCH.sub.2 Cl S H H 4-Bu-t

EtOCH.sub.2 CHBrCH.sub.2 Cl O H H 4-Cl

EtOCH.sub.2 CHBrCH.sub.2 Cl O H H 4-I

PrOCH.sub.2 CHClCH.sub.2 Cl O H H 4-Cl

PrOCH.sub.2 CHClCH.sub.2 Cl O H H 4-I

MeCCl(OMe)CH.sub.2 Cl O H H 4-Cl

MeCCl(OMe)CH.sub.2 Cl O H H 4-I

PrCCl(OMe)CH.sub.2 Cl O H H 4-Cl

PrCCl(OMe)CH.sub.2 Cl O H H 4-I

MeCCl(COOMe)CH.sub.2 Cl O H H 4-Cl

MeCCl(COOMe)CH.sub.2 Cl O H H 4-I

MeCCl(COOMe)CH.sub.2 Cl O H H 4-Cl

MeCCl(COOMe)CH.sub.2 Cl O H H 4-Cl

MeCCl(COOMe)CH.sub.2 Br O H H 4-Cl

MeCCl(COOMe)CH.sub.2 I O H H 4-Cl

MeCCl(COOMe)CH.sub.2 Cl S H H 4-Cl

MeCCl(COOMe)CH.sub.2 Cl S H H 4-Bu-t

MeCBr(COOMe)CH.sub.2 Cl O H H 4-Cl

MeCBr(COOMe)CH.sub.2 Cl O H H 4-I

MeCCl(COOEt)CH.sub.2 Cl O H H 4-Cl

MeCCl(COOEt)CH.sub.2 Cl O H H 4-I

MeCCl(COOEt)CH.sub.2 Cl O H H 4-Cl

MeCCl(COOEt)CH.sub.2 Cl O H H 4-I

›DETAILED DESCRIPTION OF THE INVENTION · 18 of 34

MeCCl(COOEt)CH.sub.2 Br O H H 4-Cl

MeCCl(COOEt)CH.sub.2 I O H H 4-Cl

MeCCl(COOEt)CH.sub.2 Cl S H H 4-Cl

MeCCl(COOEt)CH.sub.2 Cl S H H 4-Bu-t

MeCBr(COOEt)CH.sub.2 Cl O H H 4-Cl

MeCBr(COOEt)CH.sub.2 Cl O H H 4-I

MeC(COOCH.sub.2 CH.sub.2 OEt)(Cl)CH.sub.2

Cl O H H 4-Cl

MeSCH.sub.2 CHClCH.sub.2 Cl O H H 4-Cl

MeSCH.sub.2 CHClCH.sub.2 Cl O H H 4-I

MeSCH.sub.2 CHClCH.sub.2 Cl O H H 4-I

MeCCl(SMe)CH.sub.2 Cl O H H 4-Cl

MeCCl(SMe)CH.sub.2 Cl O H H 4-I

PrCCl(SMe)CH.sub.2 Cl O H H 4-Cl

PrCCl(SMe)CH.sub.2 Cl O H H 4-I

PrCCl(CH.sub.2 OMe)CH.sub.2 Cl O H H 4-I

PrCCl(CH.sub.2 OMe)CH.sub.2 Cl O H H 4-Cl

PrCCl(CH.sub.2 OMe)CH.sub.2 Cl O H H 4-I

PrCCl(CH.sub.2 OMe)CH.sub.2 Cl O H H 4-Cl

MeCCl(CH.sub.2 CH.sub.2 OMe)CH.sub.2

Cl O H H 4-Cl

PrCCl(CH.sub.2 CH.sub.2 OMe)CH.sub.2

Cl O H H 4-Cl

PrCCl(CH.sub.2 CN)CH.sub.2 Cl O H H 4-Cl

PrCCl(CH.sub.2 CN)CH.sub.2 Cl O H H 4-I

PrCCl(CH.sub.2 COOMe)CH.sub.2

Cl O H H 4-I

PrCCl(CH.sub.2 COOMe)CH.sub.2

Cl O H H 4-Cl

NCCH.sub. 2 CHClCH.sub.2 Cl O H H 4-Cl

NCCH.sub.2 CHClCH.sub.2 Cl O H H 4-I

NCCH.sub.2 CHClCH.sub.2 Cl O H H 4-Cl

NCCH.sub.2 CHClCH.sub.2 Cl O H H 4-I

NCCH.sub.2 CHClCH.sub.2 Br O H 4-Cl

NCCH.sub.2 CHClCH.sub.2 I O H H 4-Cl

NCCH.sub.2 CHClCH.sub.2 Cl S H H 4-Cl

NCCH.sub.2 CHClCH.sub.2 Cl S H H 4-Bu-t

NCCH.sub.2 CHBrCH.sub.2 Cl O H H 4-Cl

NCCH.sub.2 CHBrCH.sub.2 Cl O H H 4-I

NCCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-Cl

NCCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-I

NCCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-Cl

NCCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-I

NCCH.sub.2 CCl(Me)CH.sub.2 Br O H H 4-Cl

NCCH.sub.2 CCl(Me)CH.sub.2 I O H H 4-Cl

NCCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-Cl

NCCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-Bu-t

NCCH.sub.2 Br(Me)CH.sub.2 Cl O H H 4-Cl

NCCH.sub.2 Br(Me)CH.sub.2 Cl O H H 4-I

PrCOOCCl(Me)CH.sub.2 Cl O H H 4-Cl

PrCOOCCl(Me)CH.sub.2 Cl O H H 4-I

MeCOOCH.sub.2 CHClCH.sub.2 Cl O H H 4-Cl

MeCOOCH.sub.2 CHClCH.sub.2 Cl O H H 4-I

MeCOOCH.sub.2 CHBrCH.sub.2 Cl O H H 4-Cl

EtCOOCH.sub.2 CHClCH.sub.2 Cl O H H 4-Cl

PrCOOCH.sub.2 CHClCH.sub.2 Cl O H H 4-I

MeCOOCH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-Cl

MeCOOCH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-I

MeCOOCH.sub.2 CCl(Me)CH.sub.2

I O H H 4-Cl

MeCOOCH.sub.2 CBr(Me)CH.sub.2

Cl O H H 4-Cl

EtCOOCH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-Cl

EtCOOCH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-I

MeCH(OMe)CH.sub.2 CHClCH.sub.2

Cl O H H 4-I

MeCH(OCOMe)CH.sub.2 CHClCH.sub.2

Cl O H H 4-Cl

PrCH(OMe)CH.sub.2 CHClCH.sub.2

Cl O H H 4-Cl

MeCH(OMe)CH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-Cl

MeCH(OMe)CH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-I

MeCH(OMe)CH.sub.2 CCl(Me)CH.sub.2

I O H H 4-Cl

MeCH(OMe)CH.sub.2 CBr(Me)CH.sub.2

Cl O H H 4-Cl

MeCH(OCOMe)CH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-Cl

EtCH(OMe)CH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-Cl

EtCH(OMe)CH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-I

EtCH(OCOMe)CH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-Cl

MeCH(OMe)CH(Me)CHClCH.sub.2 Cl O H H 4-Cl

EtCF(Me)CH(CN) Cl O H H 4-Cl

EtCF(Me)CH(CN) Cl O H H 4-I

CF.sub.3 C(CN)(Me) Cl O H H 4-Cl

CF.sub.3 C(CN)(Me) Cl O H H 4-I

MeOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-Cl

MeOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-I

MeOCH.sub.2 CCl(Me)CH.sub.2 Br O H H 4-Cl

MeOCH.sub.2 CCl(Me)CH.sub.2 I O H H 4-Cl

MeOCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-Cl

MeOCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-Bu-t

MeOCH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-Cl

MeOCH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-I

EtOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-Cl

EtOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-I

EtOCH.sub.2 CCl(Me)CH.sub.2 Br O H H 4-Cl

EtOCH.sub.2 CCl(Me)CH.sub.2 I O H H 4-Cl

EtOCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-Cl

EtOCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-Bu-t

EtOCH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-Cl

EtOCH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-I

PrOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-Cl

PrOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-I

MeSCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-Cl

MeSCH.sub.2 CCl(Me)CH.sub. 2 Cl O H H 4-I

MeSCH.sub.2 CCl(Me)CH.sub.2 Br O H H 4-Cl

MeSCH.sub.2 CCl(Me)CH.sub.2 I O H H 4-Cl

MeSCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-Cl

MeSCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-Bu-t

MeSCH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-Cl

MeSCH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-I

EtSCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-Cl

EtSCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-I

EtSCH.sub.2 CCl(Me)CH.sub.2 Br O H H 4-Cl

EtSCH.sub.2 CCl(Me)CH.sub.2 I O H H 4-Cl

EtSCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-Cl

EtSCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-Bu-t

EtSCH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-Cl

EtSCH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-I

PrSCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-Cl

PrSCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-I

MeCCl(CN)CH.sub.2 Cl O H H 4-Cl

MeCCl(CN)CH.sub.2 Cl O H H 4-I

MeCCl(CN)CH.sub.2 Br O H H 4-Cl

MeCCl(CN)CH.sub.2 I O H H 4-Cl

MeCCl(CN)CH.sub.2 Cl S H H 4-Cl

MeCCl(CN)CH.sub.2 Cl S H H 4-Bu-t

MeCBr(CN)CH.sub.2 Cl O H H 4-Cl

MeCBr(CN)CH.sub. 2 Cl O H H 4-I

MeSO.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-Cl

MeSO.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-I

MeSO.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-Cl

MeSO.sub.2 CCl(Pr)CH.sub.2 Cl O H H 4-Cl

BuSO.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-Cl

Me.sub.2 NCCl(Me)CH.sub.2 Cl O H H 4-Cl

Me.sub.2 NCCl(Me)CH.sub.2 Cl O H H 4-I

Me.sub.2 NCCl(Et)CH.sub.2 Cl O H H 4-Cl

MeNHCCl(Pr)CH.sub.2 Cl O H H 4-Cl

EtOCONHCH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-Cl

MeOCONHCH.sub.2 CHClCH.sub.2 Cl O H H 4-Cl

MeNHCOOCHClCH.sub.2 Cl O H H 4-Cl

EtCHNOCH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-Cl

EtCHNOCH.sub.2 CHClCH.sub.2 Cl O H H 4-Cl

MeCHNOCH.sub.2 CHBrCH.sub.2 Cl O H 4-Cl

EtONCHCH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-Cl

EtONCHCHClCH.sub.2 Cl O H H 4-Cl

MeONCHCHBrCH.sub.2 Cl O H H 4-Cl

Me.sub.2 CClCH.sub.2 Cl O H H 4-I

Me.sub.2 CClCH.sub.2 Cl O H H 4-OEt

Me.sub.2 CClCH.sub.2 Cl O H H 4-OPr-i

Me.sub.2 CClCH.sub.2 Cl O H H 4-OCF.sub.3

Me.sub.2 CClCH.sub.2 Cl O H H 4-OCHF.sub.2

Me.sub.2 CClCH.sub.2 Cl O H H 4-OCH.sub.2 CF.sub.3

Me.sub.2 CClCH.sub.2 Cl O H H 4-Et

Me.sub.2 CClCH.sub.2 Cl O H H 4-Pr-i

Me.sub.2 CClCH.sub.2 Me O H H 4-I

Me.sub.2 CClCH.sub.2 Br O H H 4-Cl

Me.sub.2 CClCH.sub.2 Br O H H 4-I

Me.sub.2 CClCH.sub.2 Cl O H H 4-CF.sub.3

Me.sub.2 CClCH.sub.2 OMe O H H 4-I

Me.sub.2 CBrCH.sub.2 Cl O H H 4-I

Me.sub.2 CBrCH.sub.2 Cl O H H 4-CF.sub.3

Me.sub.2 CBrCH.sub.2 Cl O H H 4-Et

Me.sub.2 CBrCH.sub.2 Cl O H H 4-OEt

Me.sub.2 CBrCH.sub.2 Cl O H H 4-OPr-i

Me.sub.2 CBrCH.sub.2 Cl O H H 4-OCF.sub.3

Me.sub.2 CBrCH.sub.2 Br O H H 4-I

›DETAILED DESCRIPTION OF THE INVENTION · 19 of 34

Me.sub.2 CBrCH.sub.2 Br O H H 4-CF.sub.3

Me.sub.2 CBrCH.sub.2 Br O H H 4-Et

PrCCl(Me)CH.sub.2 Cl O H H 4-OEt

PrCCl(Me)CH.sub.2 Cl O H H 4-OPr-i

PrCCl(Me)CH.sub.2 Cl O H H 4-OPr

PrCCl(Me)CH.sub.2 Cl O H H 4-OCF.sub.3

PrCCl(Me)CH.sub.2 Cl O H H 4-CF.sub.3

PrCCl(Me)CH.sub.2 Cl O H H 4-Et

PrCCl(Me)CH.sub.2 Cl O H H 4-Pr-i

PrCCl(Me)CH.sub.2 Br O H H 4-Br

PrCCl(Me)CH.sub.2 Br O H H 4-CF.sub.3

PrCCl(Me)CH.sub.2 Br O H H 4-Et

PrCCl(Me)CH.sub.2 Br O H H 4-OEt

PrCBr(Me)CH.sub.2 Cl O H H 4-Br

MeCCl(CN)CH.sub.2 Cl O H H 4-Et

MeCCl(CN)CH.sub.2 Cl O H H 4-Pr-i

Me.sub.2 CClCH.sub.2 Cl O H H 4-I

Me.sub.2 CClCH.sub.2 Cl O H H 4-OEt

Me.sub.2 CClCH.sub.2 Cl O H H 4-OPr-i

Me.sub.2 CClCH.sub.2 Cl O H H 4-OCF.sub.3

Me.sub.2 CClCH.sub.2 Cl O H H 4-OCHF.sub.2

Me.sub.2 CClCH.sub.2 Cl O H H 4-OCH.sub.2 CF.sub.3

Me.sub.2 CClCH.sub.2 Cl O H H 4-Et

Me.sub.2 CClCH.sub.2 Cl O H H 4-Pr-i

Me.sub.2 CClCH.sub.2 Me O H H 4-I

Me.sub.2 CClCH.sub.2 Br O H H 4-Cl

Me.sub.2 CClCH.sub.2 Br O H H 4-I

Me.sub.2 CClCH.sub.2 Cl O H H 4-CF.sub.3

Me.sub.2 CClCH.sub.2 OMe O H H 4-I

Me.sub.2 CBrCH.sub. 2 Cl O H H 4-I

Me.sub.2 CBrCH.sub.2 Cl O H H 4-CF.sub.3

Me.sub.2 CBrCH.sub.2 Cl O H H 4-Et

Me.sub.2 CBrCH.sub.2 Cl O H H 4-OEt

Me.sub.2 CBrCH.sub.2 Cl O H H 4-OPr-i

Me.sub.2 CBrCH.sub.2 Cl O H H 4-OCF.sub.3

Me.sub.2 CBrCH.sub.2 Br O H H 4-I

Me.sub.2 CBrCH.sub.2 Br O H H 4-CF.sub.3

Me.sub.2 CBrCH.sub.2 Br O H H 4-Et

PrCCl(Me)CH.sub.2 Cl O H H 4-OEt

PrCCl(Me)CH.sub.2 Cl O H H 4-OPr-i

PrCCl(Me)CH.sub.2 Cl O H H 4-OPr

PrCCl(Me)CH.sub.2 Cl O H H 4-OCF.sub.3

PrCCl(Me)CH.sub.2 Cl O H H 4-CF.sub.3

PrCCl(Me)CH.sub.2 Cl O H H 4-Et

PrCCl(Me)CH.sub.2 Cl O H H 4-Pr-i

PrCCl(Me)CH.sub.2 Br O H H 4-Br

PrCCl(Me)CH.sub.2 Br O H H 4-CF.sub.3

PrCCl(Me)CH.sub.2 Br O H H 4-Et

PrCCl(Me)CH.sub.2 Br O H H 4-OEt

PrCBr(Me)CH.sub.2 Cl O H H 4-Br

PrCBr(Me)CH.sub.2 Cl O H H 4-Et

PrCBr(Me)CH.sub.2 Cl O H H 4-Pr-i

PrCBr(Me)CH.sub.2 Cl O H H 4-OEt

PrCBr(Me)CH.sub.2 Cl O H H 4-CF.sub.3

PrCBr(Me)CH.sub.2 Cl O H H 4-OCF.sub.3

PrCBr(Me)CH.sub.2 Cl O H H 4-Pr

PrCBr(Me)CH.sub.2 Br O H H 4-Br

PrCBr(Me)CH.sub.2 Br O H H 4-CF.sub.3

PrCBr(Me)CH.sub.2 Br O H H 4-OCF.sub.3

PrCBr(Me)CH.sub.2 Br O H H 4-Et

PrCBr(Me)CH.sub.2 Br O H H 4-Pr-i

PrCBr(Me)CH.sub.2 Br O H H 4-OEt

PrCBr(Me)CH.sub.2 Br O H H 4-OPr-i

Cl.sub.2 CCH Cl O H H 4-Cl

Cl.sub.2 CCH Cl O H H 4-Br

Cl.sub.2 CCH Cl O H H 4-I

Cl.sub.2 CCH Cl O H H 4-CF.sub.3

Cl.sub.2 CCH Cl O H H 4-Et

Cl.sub.2 CCH Cl O H H 4-OEt

Cl.sub.2 CCH Cl O H H 4-OPr-i

Cl.sub.2 CCH Cl O H H 4-Pr-i

Cl.sub.2 CCH Br O H H 4-I

Cl.sub.2 CCH Br O H H 4-Br

Cl.sub.2 CCH Br O H H 4-Et

Cl.sub.2 CCH Br O H H 4-CF.sub.3

Cl.sub.2 CCH Br O H H 4-OEt

Br.sub.2 CCH Cl O H H 4-I

Br.sub.2 CCH Cl O H H 4-OEt

Br.sub.2 CCH Cl O H H 4-Et

Br.sub.2 CCH Br O H H 4-I

Br.sub.2 CCH Br O H H 4-Br

Br.sub.2 CCH Br O H H 4-OEt

MeCClCH Cl O H H 4-Cl

MeCClCH Cl O H H 4-Br

MeCClCH Cl O H H 4-I

MeCClCH Cl O H H 4-CF.sub.3

MeCClCH Cl O H H 4-OCF.sub.3

MeCClCH Cl O H H 4-OCHF.sub.2

MeCClCH Cl O H H 4-Et

MeCClCH Cl O H H 4-Pr

MeCClCH Cl O H H 4-Pr-i

MeCClCH Cl O H H 4-OEt

MeCClCH Cl O H H 4-OPr-i

MeCClCH Br O H H 4-I

MeCClCH Br O H H 4-Et

MeCClCH Br O H H 4-CF.sub.3

MeCClCH Br O H H 4-Cl

MeCBrCH Cl O H H 4-I

MeCBrCH Cl O H H 4-Et

MeCBrCH Cl O H H 4-CF.sub.3

MeCBrCH Br O H H 4-Br

MeCBrCH Br O H H 4-I

MeCBrCH Br O H H 4-Et

EtCClCH Cl O H H 4-CF.sub.3

EtCClCH Cl O H H 4-Br

EtCClCH Cl O H H 4-I

EtCClCH Cl O H H 4-Et

EtCClCH Br O H H 4-I

PrCClCH Cl O H H 4-I

PrCClCH Cl O H H 4-CF.sub.3

PrCClCH Cl O H H 4-Et

PrCClCH Cl O H H 4-Br

PrCClCH Cl O H H 4-Cl

PrCClCH Cl O H H 4-OCF.sub.3

PrCClCH Br O H H 4-I

Me.sub.2 CCH Cl O H H 4-Cl

Me.sub.2 CCH Cl O H H 4-Br

Me.sub.2 CCH Cl O H H 4-I

Me.sub.2 CCH Cl O H H 4-Et

Me.sub.2 CCH Cl O H H 4-CF.sub.3

Me.sub.2 CCH Cl O H H 4-OEt

Me.sub.2 CCH Br O H H 4-I

Me.sub.2 CCH Br O H H 4-Et

MeC(Et)CH Cl O H H 4-Cl

MeC(Et)CH Cl O H H 4-I

MeC(Et)CH Cl O H H 4-CF.sub.3

MeC(Et)CH Cl O H H 4-Et

MeC(Et)CH Cl O H H 4-OEt

MeC(Et)CH Cl O H H 4-OCF.sub.3

MeC(Et)CH Cl O H H 4-Br

MeC(Et) CH Br O H H 4-I

MeC(Et)CH Br O H H 4-Et

MeC(Pr)CH Cl O H H 4-Cl

MeC(Pr)CH Cl O H H 4-Br

MeC(Pr)CH Cl O H H 4-I

MeC(Pr)CH Cl O H H 4-CF.sub.3

MeC(Pr)CH Cl O H H 4-Et

MeC(Pr)CH Cl O H H 4-OEt

MeC(Pr)CH Cl O H H 4-Pr-i

MeC(Pr)CH Br O H H 4-I

MeC(Pr)CH Br O H H 4-OPr-i

MeC(Pr-i)CH Cl O H H 4-I

MeC(Pr-i)CH Cl O H H 4-Et

MeC(Pr-i)CH Cl O H H 4-CF.sub.3

MeC(Pr-i)CH Cl O H H 4-OPr-i

MeC(Pr-i)CH Cl O H H 4-OEt

MeC(Pr-i)CH Cl O H H 4-OCF.sub.3

MeC(Pr-i)CH Br O H H 4-I

MeC(Bu)CH Cl O H H 4-I

MeC(Bu)CH Cl O H H 4-CF.sub.3

MeC(Bu)CH Cl O H H 4-Et

MeC(Bu)CH Cl O H H 4-OEt

MeC(Bu)CH Cl O H H 4-OCF.sub.3

MeC(Bu)CH Cl O H H 4-Pr-i

MeC(Bu)CH Br O H H 4-OPr-i

MeC(Pen)CH Cl O H H 4-Br

MeC(Pen)CH Cl O H H 4-I

MeC(Pen)CH Cl O H H 4-OEt

MeC(Pen)CH Cl O H H 4-Et

MeC(Hex)CH Cl O H H 4-I

MeC(Hex)CH Cl O H H 4-Br

MeC(Hex)CH Cl O H H 4-OPr-i

EtC(Et)CH Cl O H H 4-Br

EtC(Pr)CH Cl O H H 4-I

CF.sub.3 CClCH Cl O H H 4-Cl

CF.sub.3 CClCH Cl O H H 4-Br

CF.sub.3 CClCH Cl O H H 4-I

CF.sub.3 CClCH Cl O H H 4-Et

CF.sub.3 CClCH Cl O H H 4-CF.sub.3

CF.sub.3 CClCH Cl O H H 4-OPr-i

CF.sub.3 CClCH Br O H H 4-I

CF.sub.3 CClCH Br O H H 4-Et

CF.sub.3 CBrCH Cl O H H 4-I

CF.sub.3 CBrCH Cl O H H 4-Cl

CF.sub.3 CBrCH Cl O H H 4-Et

CF.sub.3 CBrCH Cl O H H 4-CF.sub.3

CF.sub.3 CBrCH Cl O H H 4-OPr-i

CF.sub.3 CBrCH Br O H H 4-I

CF.sub.3 CBrCH Br O H H 4-Br

CH.sub.2CH Cl O H H 4-Cl

CH.sub.2CH Cl O H H 4-I

CH.sub.2CH Br S H H 4-CF.sub.3

CH.sub.2CH Br O H H 3,4-Cl.sub.2

CH.sub.2CHCH.sub.2 Cl O H H 4-I

CH.sub.2CHCH.sub.2 Cl O H H 4-Cl

CH.sub.2CHCH.sub.2 Br O H H 4-Br

CH.sub.2CHCH.sub.2 CH.sub.3

O H H 4-Cl

MeCHCHCH.sub.2 Cl O H H 4-CF.sub.3

MeCHCHCH.sub.2 Cl S H H 4-I

MeCHCHCH.sub.2 Br O H H 4-I

CH.sub.2C(Me)CH.sub.2 Cl O H H 4-Cl

CH.sub.2C(Me)CH.sub.2 Cl O H H 4-Br

CH.sub.2C(Me)CH.sub.2 Cl O H H 4-I

CH.sub.2C(Me)CH.sub.2 Cl O H H 4-Et

CH.sub.2C(Me)CH.sub.2 Cl O H H 4-Pr-i

CH.sub.2C(Me)CH.sub.2 Cl O H H 4-CF.sub.3

CH.sub.2C(Me)CH.sub.2 Cl O H H 4-OEt

CH.sub.2C(Me)CH.sub.2 Br O H H 4-OCF.sub.3

CH.sub.2C(Me)CH.sub.2 Br O H H 4-OPr-i

CH.sub.2C(Me)CH.sub.2 OMe O H H 4-Cl

CH.sub.2C(Et)CH.sub.2 Cl O H H 4-Cl

CH.sub.2C(Et)CH.sub.2 Cl O H H 4-I

CH.sub.2C(Et)CH.sub.2 Cl O H H 4-Br

CH.sub.2C(Et)CH.sub.2 Cl O H H 4-Et

CH.sub.2C(Et)CH.sub.2 Cl O H H 4-Pr

CH.sub.2C(Et)CH.sub.2 Br O H H 4-CF.sub.3

›DETAILED DESCRIPTION OF THE INVENTION · 20 of 34

CH.sub.2C(Et)CH.sub.2 Br O H H 4-Et

CH.sub.2C(Pr)CH.sub.2 Cl O H H 4-I

CH.sub.2C(Pr)CH.sub.2 Cl O H H 4-Et

CH.sub.2C(Pr)CH.sub.2 Cl O H H 4-CF.sub.3

CH.sub.2C(Pr)CH.sub.2 Cl O H H 4-OCF.sub.3

CH.sub.2C(Pr)CH.sub.2 Br O H H 4-I

CH.sub.2C(Bu)CH.sub.2 Cl O H H 4-I

CH.sub.2C(Bu)CH.sub.2 Cl O H H 4-Cl

CH.sub.2C(Bu)CH.sub.2 Cl O H H 4-I

CH.sub.2C(Bu)CH.sub.2 Cl O H H 4-CF.sub.3

CH.sub.2C(Bu)CH.sub.2 Br O H H 4-Et

MeCHC(Me)CH.sub.2 Cl O H H 4-I

MeCHC(Me)CH.sub.2 Cl O H H 4-Et

MeCHC(Me)CH.sub.2 Cl O H H 4-CF.sub.3

MeCHC(Me)CH.sub.2 Cl O H H 4-OCF.sub.3

MeCHC(Me)CH.sub.2 Br O H H 4-I

MeCHC(Me)CH.sub.2 Br O H H 4-Et

EtCHC(Me)CH.sub.2 Cl O H H 4-I

EtCHC(Me)CH.sub.2 Cl O H H 4-Br

EtCHC(Me)CH.sub.2 Cl O H H 4-Cl

EtCHC(Me)CH.sub. 2 Cl O H H 4-Et

EtCHC(Me)CH.sub.2 Cl O H H 4-CF.sub.3

EtCHC(Me)CH.sub.2 Br O H H 4-CF.sub.3

PrCHC(Me)CH.sub.2 Cl O H H 4-Cl

PrCHC(Me)CH.sub.2 Cl O H H 4-I

PrCHC(Me)CH.sub.2 Br O H H 4-Et

PrCHC(Me)CH.sub.2 Br O H H 4-CF.sub.3

PrCHC(Me)CH.sub.2 Br O H H 4-Cl

MeCHC(Et)CH.sub.2 Cl O H H 4-Br

MeCHC(Et)CH.sub.2 Cl O H H 4-I

MeCHC(Et)CH.sub.2 Cl O H H 4-Et

MeCHC(Et)CH.sub.2 Cl O H H 4-CF.sub.3

MeCC(Me)CH.sub.2 Cl O H H 4-Cl

MeCC(Me)CH.sub.2 Cl O H H 4-I

MeCC(Me)CH.sub.2 Cl O H H 4-Et

MeCC(Me)CH.sub.2 Br O H H 4-OEt

MeCC(Et)CH.sub.2 Cl O H H 4-CF.sub.3

MeCC(Et)CH.sub.2 Cl O H H 4-I

MeCC(Et)CH.sub.2 Br O H H 4-Br

BuCHC(Me)CH.sub.2 Cl O H H 4-I

BuCHC(Me)CH.sub.2 Cl O H H 4-CF.sub.3

PenCHC(Me)CH.sub.2 Cl O H H 4-Et

PenCHC(Me)CH.sub.2 Cl O H H 4-I

HexCHC(Me)CH.sub.2 Cl O H H 4-I

HexCHC(Me)CH.sub.2 Cl O H H 4-CF.sub.3

CH.sub.2CHC(Me).sub.2 CH.sub.2

Cl O H H 4-Cl

CH.sub.2CHC(Me).sub.2 CH.sub.2

Cl O H H 4-I

CH.sub.2CHC(Me).sub.2 CH.sub.2

Cl O H H 4-Et

CH.sub.2CHC(Me).sub.2 CH.sub.2

Cl O H H 4-CF.sub.3

MeCHCHC(Me).sub.2 CH.sub.2 Cl O H H 4-I

MeCHCHC(Me).sub.2 CH.sub.2 Cl O H H 4-Br

MeCHCHC(Me).sub.2 CH.sub.2 Cl O H H 4-Et

MeCHCHC(Me).sub.2 CH.sub.2 Br O H H 4-Et

HCCCH.sub.2 Cl O H H 4-Cl

HCCCH.sub.2 Br O H H 4-I

HCCCH.sub.2 Me S H H 4-CF.sub.3

CH.sub.3 CCCH.sub.2 Cl O H H 4-Cl

CH.sub.3 CCCH.sub.2 Br S H H 4-Br

HCCC(Me).sub.2 CH.sub.2 Cl O H H 4-Cl

HC CC(Me).sub.2 CH.sub.2 Cl O H H 4-I

HCCC(Me).sub.2 CH.sub.2 Cl O H H 4-Et

HCCC(Me).sub.2 CH.sub.2 Cl O H H 4-CF.sub.3

HCCC(Me).sub.2 CH.sub.2 Br O H H 4-Cl

MeCCC(Me).sub.2 CH.sub.2 Cl O H H 4-I

MeCCC(Me).sub.2 CH.sub.2 Cl O H H 4-Et

MeCCC(Me).sub.2 CH.sub.2 Cl O H H 4-CF.sub.3

MeCCC(Me).sub.2 CH.sub.2 Br O H H 4-OCF.sub.3

CH.sub.2CHCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-I

CH.sub.2CHCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-Et

MeCHCHCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-CF.sub.3

HC CCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-I

HCCCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-Et

MeCCCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-Cl

MeCCCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-I

Me.sub.2 C(OMe)CH.sub.2 Cl O H H 4-Cl

Me.sub.2 C(OMe)CH.sub.2 Cl O H H 4-Br

Me.sub.2 C(OMe)CH.sub.2 Cl O H H 4-I

Me.sub.2 C(OMe)CH.sub.2 Cl O H H 4-CF.sub.3

Me.sub.2 C(OMe)CH.sub.2 Cl O H H 4-Et

Me.sub.2 C(OMe)CH.sub.2 Cl O H H 4-OEt

Me.sub.2 C(OMe)CH.sub.2 Br O H H 4-I

Me.sub.2 C(OEt)CH.sub.2 Cl O H H 4-I

Me.sub.2 C(OEt)CH.sub.2 Cl O H H 4-Et

Me.sub.2 C(OEt)CH.sub.2 Cl O H H 4-CF.sub.3

Me.sub.2 C(OEt)CH.sub.2 Cl O H H 4-OPr-i

Me.sub.2 C(OEt)CH.sub.2 Br O H H 4-I

Me.sub.2 C(OEt)CH.sub.2 Br O H H 4-Cl

Me.sub.2 C(OPr)CH.sub.2 Cl O H H 4-Cl

Me.sub.2 C(OPr)CH.sub.2 Cl O H H 4-Me

Me.sub.2 C(OPr)CH.sub.2 Cl O H H 4-Et

Me.sub.2 C(OPr)CH.sub.2 Cl O H H 4-CF.sub.3

Me.sub.2 C(OPr)CH.sub.2 Cl O H H 4-OCF.sub.3

Me.sub.2 C(OPr)CH.sub.2 Br O H H 4-I

Me.sub.2 C(OBu)CH.sub.2 Cl O H H 4-Cl

Me.sub.2 C(OBu)CH.sub.2 Cl O H H 4-Cl

Me.sub.2 C(OBu)CH.sub.2 Br O H H 4-I

Me.sub.2 C(OPen)CH.sub.2 Cl O H H 4-CF.sub.3

Me.sub.2 C(OPen)CH.sub.2 Cl O H H 4-OCF.sub.3

Me.sub.2 C(OHex)CH.sub.2 Cl O H H 4-Cl

Me.sub.2 C(OHex)CH.sub.2 Br O H H 4-Br

MeC(Et)(OMe)CH.sub.2 Cl O H H 4-Cl

MeC(Et)(OMe)CH.sub.2 Cl O H H 4-I

MeC(Pr)(OMe)CH.sub.2 Cl O H H 4-Cl

MeC(Pr)(OMe)CH.sub.2 Cl O H H 4-I

MeC(Pr)(OMe)CH.sub.2 Cl O H H 4-Et

MeC(Bu)(OMe)CH.sub.2 Cl O H H 4-Et

MeC(Bu)(OMe)CH.sub.2 Br O H H 4-I

MeC(Et)(OEt)CH.sub.2 Cl O H H 4-Cl

MeC(Et)(OEt)CH.sub.2 Cl O H H 4-I

MeC(Et)(OEt)CH.sub.2 Cl O H H 4-CF.sub.3

MeOCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-I

MeOCH.sub. 2 C(Me).sub.2 CH.sub.2

Cl O H H 4-Cl

MeOCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-Et

MeOCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-CF.sub.3

MeOCH.sub.2 C(Me).sub.2 CH.sub.2

Br O H H 4-I

EtOCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-I

EtOCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-Et

EtOCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-CF.sub.3

EtOCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-OCF.sub.3

EtOCH.sub.2 C(Me).sub.2 CH.sub.2

Br O H H 4-I

PrOCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-I

PrOCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-Et

PrOCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-OCF.sub.3

PrOCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-OEt

MeOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-I

MeOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-Et

MeOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-Cl

MeOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2

Br O H H 4-Br

EtOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-I

EtOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-Et

EtOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-CF.sub.3

EtOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-OEt

MeO(CH.sub.2).sub.3 C(Me).sub.2 CH.sub.2

Cl O H H 4-CF.sub.3

MeO(CH.sub.2).sub.3 C(Me).sub.2 CH.sub.2

Cl O H H 4-I

EtO(CH.sub.2).sub.3 C(Me).sub.2 CH.sub.2

Cl O H H 4-I

EtO(CH.sub.2).sub.3 C(Me).sub.2 CH.sub.2

Cl O H H 4-Et

PrOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-Cl

PrOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2

Br O H H 4-I

__________________________________________________________________________

______________________________________

In Compounds of the formula:

##STR14##

R A X R.sup.1

R.sup.2

Q

______________________________________

Cl.sub.2 CHC(Me).sub.2

Cl O H H Q26-6-Cl

Cl.sub.2 CHC(Me).sub.2

Cl O H H Q26-6-I

Cl.sub.2 CHC(Me).sub.2

I O H H Q26-6-Cl

Cl.sub.2 CHC(Me).sub.2

Cl O H H Q26-6-Br

Cl.sub.2 CHC(Me).sub.2

Cl O H H Q26-6-OCH.sub.2 CF.sub.3

Cl.sub.2 CHC(Me).sub.2

Cl S H H Q22

Cl.sub.2 CHC(Me).sub.2

Cl S H H Q22-5-Br

BrClCHC(Me).sub.2

Cl O H H Q26-6-Cl

BrClCHC(Me).sub.2

Cl O H H Q26-6-I

BrClCHC(Me).sub.2

›DETAILED DESCRIPTION OF THE INVENTION · 21 of 34

Cl S H H Q22-4-Br

Br.sub.2 CHC(Me).sub.2

Cl O H H Q26-6-Cl

Br.sub.2 CHC(Me).sub.2

Cl O H H Q26-6-I

Br.sub.2 CHC(Me).sub.2

Cl O H H Q17-5-Cl

Br.sub.2 CHC(Me).sub.2

Cl O H H Q17-5-Me

Br.sub.2 CHC(Me).sub.2

Cl O H H Q26

Br.sub.2 CHC(Me).sub.2

Cl S H H Q22-5-Cl

Br.sub.2 CHC(Me).sub.2

Cl S H H Q22-5-OPr

Cl.sub.2 CHCH(CH.sub.2 Cl)

Cl O H H Q26-6-Cl

Cl.sub.2 CHCH(CH.sub.2 Cl)

Cl O H H Q26-6-I

BrCH.sub.2 CBr(Me)

Cl O H H Q26-6-Cl

BrCH.sub.2 CBr(Me)

Cl O H H Q26-6-I

MeCCl.sub.2 CH.sub.2

Cl O H H Q26-6-Cl

MeCCl.sub.2 CH.sub.2

Cl O H H Q26-6-I

MeCCl.sub.2 CH.sub.2

I O H H Q26-6-Cl

MeCCl.sub.2 CH.sub.2

Cl O H H Q26-6-Br

MeCCl.sub.2 CH.sub.2

Cl O H H Q17-5-Cl

MeCCl.sub.2 CH.sub.2

Cl O H H Q26-6-CF.sub.3

MeCCl.sub.2 CH.sub.2

Cl O H H Q26-6-CN

MeCCl.sub.2 CH.sub.2

Cl S H H Q22-2,4-Me.sub.2

MeCCl.sub.2 CH.sub.2

Cl S H H Q22-2-OMe

MeCCl.sub.2 CH.sub.2

Cl S H H Q23

MeCBrClCH.sub.2 Cl O H H Q26-6-Cl

MeCBrClCH.sub.2 Cl O H H Q26-6-I

MeCBr.sub.2 CH.sub.2

Cl O H H Q26-6-Cl

MeCBr.sub.2 CH.sub.2

Cl O H H Q26-6-Br

MeCBr.sub.2 CH.sub.2

Cl O H H Q26-6-F

MeCBr.sub.2 CH.sub.2

Cl O H H Q17-5-Me

MeCBr.sub.2 CH.sub.2

Cl O H H Q26-6-Me

MeCBr.sub.2 CH.sub.2

Cl O H H Q26-6-OPr

MeCBr.sub.2 CH.sub.2

Cl S H H Q23-5-Bu-t

MeCBr.sub.2 CH.sub.2

Cl S H H Q23-4-Me

ClCH.sub.2 CHClCHCl

Cl O H H Q26-6-Cl

ClCH.sub.2 CHClCHCl

Cl O H H Q26-6-I

BrCH.sub.2 CHBrCHBr

Cl O H H Q26-6-Cl

BrCH.sub.2 CHBrCHBr

Cl O H H Q26-6-I

ClCH.sub.2 CCl.sub.2 CH.sub.2

Cl O H H Q26-6-Cl

ClCH.sub.2 CCl.sub.2 CH.sub.2

Cl O H H Q26-6-I

ClCH.sub.2 CCl.sub.2 CH.sub.2

Br O H H Q26-6-Cl

ClCH.sub.2 CCl.sub.2 CH.sub.2

I O H H Q26-6-I

ClCH.sub.2 CCl.sub.2 CH.sub.2

Cl O H H Q26-6-Br

ClCH.sub.2 CCl.sub.2 CH.sub.2

Cl O H H Q17-5-Cl

ClCH.sub.2 CCl.sub.2 CH.sub.2

Cl O H H Q26-6-OEt

ClCH.sub.2 CCl.sub.2 CH.sub.2

Cl O H H Q26-6-SMe

ClCH.sub.2 CCl.sub.2 CH.sub.2

Cl S H H Q23-5-Me

ClCH.sub.2 CCl.sub.2 CH.sub.2

Cl S H H Q23-4-Cl

ClCH.sub.2 CBrClCH.sub.2

Cl O H H Q26-6-Cl

ClCH.sub.2 CBrClCH.sub.2

Cl O H H Q26-6-I

BrCH.sub.2 CBrClCH.sub.2

Cl O H H Q26-6-Cl

BrCH.sub.2 CBrClCH.sub.2

Cl O H H Q26-6-I

BrCH.sub.2 CBr.sub.2 CH.sub.2

Cl O H H Q26-6-Cl

BrCH.sub.2 CBr.sub.2 CH.sub.2

Cl O H H Q26-6-I

BrCH.sub.2 CBr.sub.2 CH.sub.2

Cl O H H Q26-6-Br

BrCH.sub.2 CBr.sub.2 CH.sub.2

Cl O H H Q17-5-Cl

BrCH.sub.2 CBr.sub.2 CH.sub.2

Cl S H H Q23-4-Br

BrCH.sub.2 CBr.sub.2 CH.sub.2

Cl S H H Q23-5-Cl

ClCH.sub.2 CHClCH.sub.2

Cl O H H Q26-6-Cl

ClCH.sub.2 CHClCH.sub.2

Cl O H H Q26-6-I

ClCH.sub.2 CHClCH.sub.2

Cl O H H Q26-6-F

ClCH.sub.2 CHClCH.sub.2

Cl O H H Q17-5-Me

ClCH.sub.2 CHClCH.sub.2

Cl O H H Q26-6-OMe

ClCH.sub.2 CHClCH.sub.2

Cl O H H Q26-5-Br

ClCH.sub.2 CHClCH.sub.2

Cl S H H Q23-5-Br

ClCH.sub.2 CHClCH.sub.2

Cl S H H Q23-4,5-Me.sub.2

ClCH.sub.2 CHBrCH.sub.2

Cl O H H Q26-6-Cl

ClCH.sub.2 CHBrCH.sub.2

Cl O H H Q26-6-I

BrCH.sub.2 CHClCH.sub.2

Cl O H H Q26-6-Cl

BrCH.sub.2 CHClCH.sub.2

Cl O H H Q26-6-I

BrCH.sub.2 CHBrCH.sub.2

Cl O H H Q26-6-Cl

BrCH.sub.2 CHBrCH.sub.2

Cl O H H Q26-6-I

BrCH.sub.2 CHBrCH.sub.2

I O H H Q26-6-Cl

BrCH.sub.2 CHBrCH.sub.2

Cl O H H Q26-6-Br

BrCH.sub.2 CHBrCH.sub.2

Cl O H H Q17-5-Cl

BrCH.sub.2 CHBrCH.sub.2

Cl O H H Q26-6-OPh

BrCH.sub.2 CHBrCH.sub.2

Cl O H H Q26-2-Cl

BrCH.sub.2 CHBrCH.sub.2

Cl S H H Q23-2-OMe

BrCH.sub.2 CHBrCH.sub.2

Cl S H H Q24

ICH.sub.2 CHClCH.sub.2

Cl O H H Q26-6-Cl

ICH.sub.2 CHBrCH.sub.2

Cl O H H Q26-6-Cl

Me.sub.2 CClCHCl

Cl O H H Q26-6-Cl

Me.sub.2 CClCHCl

Cl O H H Q26-6-I

Me.sub.2 CClCHCl

Br O H H Q26-6-I

Me.sub.2 CClCHCl

Cl O H H Q17

Me.sub.2 CClCHCl

Cl S H H Q24-5-Cl

Me.sub.2 CClCHBr

Cl O H H Q26-6-Cl

Me.sub.2 CClCHBr

Cl O H H Q26-6-I

Me.sub.2 CClCHBr

Cl S H H Q24-5-Me

Me.sub.2 CBrCHCl

Cl O H H Q26-6-Cl

Me.sub.2 CBrCHCl

Cl O H H Q17-5-Cl

Me.sub.2 CBrCHCl

Cl O H H Q17-5-Et

Me.sub.2 CBrCHBr

Cl O H H Q26-6-Cl

Me.sub.2 CBrCHBr

Cl O H H Q26-6-I

Me.sub.2 CBrCHBr

Cl O H H Q26-6-F

Me.sub.2 CBrCHBr

Br O H H Q17-5-Me

Me.sub.2 CBrCHBr

Cl S H H Q25

(ClCH.sub.2).sub.2 CClCH.sub.2

Cl O H H Q26-6-Cl

(ClCH.sub.2).sub.2 CClCH.sub.2

Cl O H H Q26-6-I

(ClCH.sub.2).sub.2 CClCH.sub.2

Br O H H Q26-6-Cl

(ClCH.sub.2).sub.2 CClCH.sub.2

I O H H Q26-6-I

(ClCH.sub.2).sub.2 CClCH.sub.2

Cl O H H Q26-6-Br

(ClCH.sub.2).sub.2 CClCH.sub.2

Cl O H H Q17-5-Cl

(ClCH.sub.2).sub.2 CClCH.sub.2

Cl O H H Q17-6-Me

(ClCH.sub.2).sub.2 CClCH.sub.2

Cl O H H Q18-2,6-Cl.sub.2

(ClCH.sub.2).sub.2 CClCH.sub.2

Cl S H H Q25-2,4-Me.sub.2

(ClCH.sub.2).sub.2 CClCH.sub.2

Cl S H H Q27

(ClCH.sub.2).sub.2 CBrCH.sub.2

Cl O H H Q26-6-Cl

(ClCH.sub.2).sub.2 CBrCH.sub.2

Cl O H H Q26-6-I

ClCH.sub.2 CBr(CH.sub.2 Br)CH.sub.2

Cl O H H Q26-6-Cl

ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-I

ClCH.sub.2 CCl(Me)CH.sub.2

Br O H H Q26-6-Cl

ClCH.sub.2 CCl(Me)CH.sub.2

Br O H H Q26-6-I

ClCH.sub.2 CCl(Me)CH.sub.2

I O H H Q26-6-Cl

ClCH.sub.2 CCl(Me)CH.sub.2

I O H H Q26-6-I

ClCH.sub.2 CCl(Me)CH.sub.2

I O H H Q26-6-Cl

ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-F

ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q17-5-Me

ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q18-2-Cl

ClCH.sub.2 CCl(Me)CH.sub.2

I O H H Q18-2-Cl-6-Me

ClCH.sub.2 CCl(Me)CH.sub.2

Cl S H H Q27-6-Me

ClCH.sub.2 CCl(Me)CH.sub.2

Cl S H H Q27-6-Cl

ClCH.sub.2 CCl(Me)CH.sub.2

Cl S H H Q26-6-Cl

ClCH.sub.2 CBr(Me)CH.sub.2

Cl O H H Q26-6-Cl

ClCH.sub.2 CBr(Me)CH.sub.2

Cl O H H Q26-6-I

ClCH.sub.2 CBr(Me)CH.sub.2

Cl S H H Q28

ClCH.sub.2 CBr(Me)CH.sub.2

Cl S H H Q26-5-Cl

ClCH.sub.2 CHClCH(CH.sub.2 Cl)

Cl O H H Q26-6-Cl

ClCH.sub.2 CHClCH(CH.sub.2 Cl)

Cl O H H Q26-6-I

BrCH.sub.2 CHBrCH(CH.sub.2 Br)

Cl O H H Q26-6-Cl

MeCCl.sub.2 CH(CH.sub.2 Cl)

Cl O H H Q26-6-Cl

ClCH.sub.2 CHClC(Me).sub.2

Cl O H H Q26-6-Cl

ClCH.sub.2 CHClCH(Me)

Cl O H H Q26-6-Cl

MeCHClCH(CH.sub.2 Cl)

Cl O H H Q26-6-Cl

ClCH.sub.2 CCl.sub.2 CHCl

Cl O H H Q26-6-Cl

ClCH.sub.2 CCl.sub.2 CHCl

Cl O H H Q26-6-I

ClCH.sub.2 CHClCCl(Me)

Cl O H H Q26-6-Cl

Cl.sub.2 CHCHClCH.sub.2

Cl O H H Q26-6-Cl

Cl.sub.2 CHCHClCH.sub.2

Cl O H H Q26-6-I

BrClCHCHBrCH.sub.2

Cl O H H Q26-6-I

Cl.sub.2 CHCCl.sub.2 CH.sub.2

Cl O H H Q26-6-Cl

Cl.sub.2 CHCCl.sub.2 CH.sub.2

Cl O H H Q26-6-I

Cl.sub.2 CHCCl.sub.2 CH.sub.2

Cl O H H Q26-6-Br

Cl.sub.2 CHCCl.sub.2 CH.sub.2

Cl O H H Q17-5-Cl

Cl.sub.2 CHCCl.sub.2 CH.sub.2

Cl O H H Q32

Cl.sub.2 CHCCl.sub.2 CH.sub.2

Cl S H H Q28-4,6-Me.sub.2

Cl.sub.2 CHCCl.sub.2 CH.sub.2

Cl S H H Q29

ClBrCHCClBrCH.sub.2

Cl O H H Q26-6-Cl

ClBrCHCClBrCH.sub.2

Cl O H H Q26-6-I

ClBrCHCClBrCH.sub.2

Br O H H Q32-2-Cl

›DETAILED DESCRIPTION OF THE INVENTION · 22 of 34

ClBrCHCClBrCH.sub.2

Cl S H H Q30

ClBrCHCClBrCH.sub.2

Cl S H H Q31

ClCH.sub.2 CH.sub.2 CHClCH.sub.2

Cl O H H Q26-6-Cl

ClCH.sub.2 CH.sub.2 CHClCH.sub.2

Cl O H H Q26-6-I

MeCHClCHClCH.sub.2

Cl O H H Q26-6-Cl

MeCHClCHClCH.sub.2

Cl O H H Q26-6-I

Me.sub.2 CClCHClCH.sub.2

Cl O H H Q26-6-Cl

PrCCl(CH.sub.2 Cl)CH.sub.2

Cl O H H Q26-6-Cl

MeCCl.sub.2 CHClCH.sub.2

Cl O H H Q26-6-Cl

MeCCl.sub.2 CHClCH.sub.2

Cl O H H Q26-6-I

ClCH.sub.2 CH(Me)

Cl O H H Q26-6-Cl

ClCH.sub.2 CH(Me)

Cl O H H Q26-6-I

ClCH.sub.2 C(Me).sub.2

Cl O H H Q26-6-Br

ClCH.sub.2 C(Me).sub.2

Cl O H H Q17-5-Cl

Cl(CH.sub.2).sub.3

Cl O H H Q32-2-Me

Cl(CH.sub.2).sub.3

Cl O H H Q45

Cl(CH.sub.2).sub.3

Cl S H H Q31

Cl(CH.sub.2).sub.3

Cl S H H Q33

Br(CH.sub.2).sub.3

Cl O H H Q26-6-Cl

Br(CH.sub.2).sub.3

Cl O H H Q26-6-I

Br(CH.sub.2).sub.3

Cl S H H Q30-2,6-Me.sub.2

Br(CH.sub.2).sub.3

Cl S H H Q31-5-Cl

I(CH.sub.2).sub.3

Cl O H H Q26-6-Cl

Me.sub.2 CClCH.sub.2

Cl O H H Q26-6-Cl

Me.sub.2 CClCH.sub.2

Cl O H H Q26-6-I

Me.sub.2 CClCH.sub.2

Br O H H Q26-6-Cl

Me.sub.2 CClCH.sub.2

I O H H Q26-6-I

Me.sub.2 CClCH.sub.2

Cl O H H Q26-6-F

Me.sub.2 CClCH.sub.2

I O H H Q17-5-Me

Me.sub.2 CClCH.sub.2

Cl O H H Q45-5-Me

Me.sub.2 CClCH.sub.2

Cl O H H Q50

Me.sub.2 CClCH.sub.2

Cl S H H Q33-5-Cl

Me.sub.2 CClCH.sub.2

Cl S H H Q33-6-Cl

Me.sub.2 CBrCH.sub.2

Cl O H H Q26-6-Cl

Me.sub.2 CBrCH.sub.2

Cl O H H Q26-6-I

Me.sub.2 CBrCH.sub.2

Cl O H H Q26-6-Br

Me.sub.2 CBrCH.sub.2

I O H H Q17-5-Cl

Me.sub.2 CBrCH.sub.2

Cl O H H Q50-2-CF.sub.3

Me.sub.2 CBrCH.sub.2

Cl O H H Q50-2-Cl

Me.sub.2 CBrCH.sub.2

Cl S H H Q33-5-Me

Me.sub.2 CBrCH.sub.2

Cl S H H Q33-6-OCF.sub.3

Cl(CH.sub.2).sub.4

Cl O H H Q26-6-Cl

Cl(CH.sub.2).sub.4

Cl O H H Q26-6-I

Br(CH.sub.2).sub.4

Cl O H H Q26-6-Cl

Br(CH.sub.2).sub.4

Cl O H H Q26-6-I

I(CH.sub.2).sub.4

Cl O H H Q26-6-Cl

I(CH.sub.2).sub.4

Cl O H H Q26-6-I

i-PrCCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

i-PrCCl(Me)CH.sub.2

Cl O H H Q26-6-I

i-PrCCl(Me)CH.sub.2

Cl O H H Q26-6-F

i-PrCCl(Me)CH.sub.2

Cl O H H Q17-5-Me

i-PrCCl(Me)CH.sub.2

Cl O H H Q50-2-Me

i-PrCCl(Me)CH.sub.2

Cl O H H Q52-1-Me-5-Cl

i-PrCCl(Me)CH.sub.2

Cl S H H Q34

i-PrCCl(Me)CH.sub.2

Cl S H H Q34-2-Me

i-PrCBr(Me)CH.sub.2

Cl O H H Q26-6-Cl

i-PrCBr(Me)CH.sub.2

Cl O H H Q26-6-I

i-PrCBr(Me)CH.sub.2

Cl S H H Q34-2-CF.sub.3

i-PrCBr(Me)CH.sub.2

Cl S H H Q35

EtCCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

EtCCl(Me)CH.sub.2

Cl O H H Q26-6-I

EtCCl(Me)CH.sub.2

I O H H Q26-6-Cl

EtCCl(Me)CH.sub.2

I O H H Q26-6-I

EtCCl(Me)CH.sub.2

Cl O H H Q26-6-F

EtCCl(Me)CH.sub.2

Cl O H H Q17-5-Me

EtCCl(Me)CH.sub.2

Cl O H H Q53-1-Me

EtCCl(Me)CH.sub.2

Cl O H H Q54

EtCCl(Me)CH.sub.2

Cl S H H Q35-3-Me

EtCCl(Me)CH.sub.2

Cl S H H Q36

EtCBr(Me)CH.sub.2

Cl O H H Q26-6-Cl

EtCBr(Me)CH.sub.2

Cl O H H Q26-6-I

EtCBr(Me)CH.sub.2

Cl S H H Q36-2-Et

EtCBr(Me)CH.sub.2

Cl S H H Q37-1-Me

Et.sub.2 CClCH.sub.2

Cl O H H Q26-6-Cl

Et.sub.2 CClCH.sub.2

Cl O H H Q26-6-I

Et.sub.2 CClCH.sub.2

I O H H Q26-6-Cl

Et.sub.2 CClCH.sub.2

Cl O H H Q26-6-Br

Et.sub.2 CClCH.sub.2

Cl O H H Q17-5-Cl

Et.sub.2 CClCH.sub.2

Cl O H H Q26-6-OCH.sub.2 CF.sub.3

Et.sub.2 CClCH.sub.2

Cl O H H Q18

Et.sub.2 CClCH.sub.2

Cl S H H Q38-1-Me

Et.sub.2 CClCH.sub.2

Cl S H H Q39-1-Me

Et.sub.2 CBrCH.sub.2

Cl O H H Q26-6-Cl

Et.sub.2 CBrCH.sub.2

Cl O H H Q26-6-I

Et.sub.2 CBrCH.sub.2

Cl S H H Q40-1,3-Me.sub.2

Et.sub.2 CBrCH.sub.2

Cl S H H Q41-1-Me

t-BuCHClCH.sub.2

Cl O H H Q26-6-Cl

t-BuCCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

t-BuCCl(Me)CH.sub.2

Cl O H H Q26-6-I

t-BuCCl(Me)CH.sub.2

Br O H H Q26-6-Cl

t-BuCCl(Me)CH.sub.2

I O H H Q26-6-Cl

t-BuCCl(Me)CH.sub.2

I O H H Q26-6-I

t-BuCCl(Me)CH.sub.2

Cl O H H Q26-6-Br

t-BuCCl(Me)CH.sub.2

Cl O H H Q17-5-Cl

t-BuCCl(Me)CH.sub.2

Cl O H H Q26

t-BuCCl(Me)CH.sub.2

Cl S H H Q42

t-BuCCl(Me)CH.sub.2

Cl S H H Q42-4-Me

t-BuCBr(Me)CH.sub.2

Cl O H H Q26-6-Cl

t-BuCBr(Me)CH.sub.2

Cl O H H Q26-6-I

t-BuCBr(Me)CH.sub.2

Cl S H H Q42-6-Me

t-BuCBr(Me)CH.sub.2

Cl S H H Q42-4-Cl

PrCCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

PrCCl(Me)CH.sub.2

Cl O H H Q26-6-I

PrCCl(Me)CH.sub.2

I O H H Q26-6-Cl

PrCCl(Me)CH.sub.2

I O H H Q26-6-I

PrCCl(Me)CH.sub.2

Br O H H Q26-6-F

PrCCl(Me)CH.sub.2

I O H H Q17-5-Me

PrCCl(Me)CH.sub.2

Cl O H H Q26-6-CF.sub.3

PrCCl(Me)CH.sub.2

Cl O H H Q26-6-CN

PrCCl(Me)CH.sub.2

Cl S H H Q42-8-Me

PrCCl(Me)CH.sub.2

Cl S H H Q42-8-Cl

PrCBr(Me)CH.sub.2

Cl O H H Q26-6-Cl

PrCBr(Me)CH.sub.2

Cl O H H Q26-6-I

PrCBr(Me)CH.sub.2

Cl S H H Q43

PrCBr(Me)CH.sub.2

Cl S H H Q43-2-Cl

i-PrCCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

i-PrCCl(Me)CH.sub.2

Cl O H H Q26-6-I

i-PrCCl(Me)CH.sub.2

I O H H Q26-6-Cl

i-PrCCl(Me)CH.sub.2

Cl O H H Q26-6-Br

i-PrCCl(Me)CH.sub.2

F O H H Q17-5-Cl

i-PrCCl(Me)CH.sub.2

Br O H H Q26-6-Me

i-PrCCl(Me)CH.sub.2

I O H H Q26-6-OPr

i-PrCCl(Me)CH.sub.2

Cl S H H Q44

i-PrCCl(Me)CH.sub.2

Cl S H H Q44-2-CF.sub.3

i-PrCBr(Me)CH.sub.2

Cl O H H Q26-6-Cl

i-PrCBr(Me)CH.sub.2

Cl O H H Q26-6-I

i-PrCBr(Me)CH.sub.2

Cl S H H Q45-5-Cl

i-PrCBr(Me)CH.sub.2

Cl S H H Q45-5,6-Me.sub.2

BuCCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

BuCCl(Me)CH.sub.2

Cl O H H Q26-6-I

BuCCl(Me)CH.sub.2

I O H H Q26-6-I

BuCCl(Me)CH.sub.2

Cl O H H Q26-6-F

BuCCl(Me)CH.sub.2

Br O H H Q17-5-Me

BuCCl(Me)CH.sub.2

Cl O H H Q26-6-OEt

BuCCl(Me)CH.sub.2

Cl S H H Q45-6-Cl

BuCCl(Me)CH.sub.2

Cl S H H Q46

BuCBr(Me)CH.sub.2

Cl O H H Q26-6-Cl

BuCBr(Me)CH.sub.2

Cl S H H Q46-3-Me

BuCBr(Me)CH.sub.2

Cl S H H Q46-6-Me

HexCHClCH.sub.2 Cl O H H Q26-6-Cl

HexCHClCH.sub.2 Cl O H H Q26-6-I

i-BuCCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

i-BuCCl(Me)CH.sub.2

Cl O H H Q26-6-I

i-BuCCl(Me)CH.sub.2

Br O H H Q26-6-Cl

i-BuCCl(Me)CH.sub.2

I O H H Q26-6-I

i-BuCCl(Me)CH.sub.2

Cl O H H Q26-6-Br

i-BuCCl(Me)CH.sub.2

I O H H Q17-5-Cl

i-BuCCl(Me)CH.sub.2

Cl O H H Q26-6-OMe

i-BuCCl(Me)CH.sub.2

Cl O H H Q26-5-Br

i-BuCCl(Me)CH.sub.2

Cl S H H Q46-6-Cl

i-BuCCl(Me)CH.sub.2

Cl S H H Q47-7-Cl

i-BuCBr(Me)CH.sub.2

Cl O H H Q26-6-Cl

i-BuCBr(Me)CH.sub.2

Cl S H H Q46-6-F

i-BuCBr(Me)CH.sub.2

Cl S H H Q47

s-BuCCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

s-BuCCl(Me)CH.sub.2

Cl O H H Q26-6-I

s-BuCCl(Me)CH.sub.2

I O H H Q26-6-Cl

s-BuCCl(Me)CH.sub.2

I O H H Q26-6-I

s-BuCCl(Me)CH.sub.2

I O H H Q26-6-Br

s-BuCCl(Me)CH.sub.2

I O H H Q17-5-Cl

s-BuCCl(Me)CH.sub.2

I O H H Q26-6-OPh

s-BuCCl(Me)CH.sub.2

Me O H H Q26-2-Cl

s-BuCCl(Me)CH.sub.2

Cl S H H Q47-2,3-Me.sub.2

s-BuCCl(Me)CH.sub.2

Cl S H H Q48

s-BuCBr(Me)CH.sub.2

Cl O H H Q26-6-Cl

s-BuCBr(Me)CH.sub.2

Cl O H H Q26-6-I

s-BuCBr(Me)CH.sub.2

Cl S H H Q48-5-Cl

s-BuCBr(Me)CH.sub.2

Cl S H H Q49-2,4-Me.sub.2

PenCCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

›DETAILED DESCRIPTION OF THE INVENTION · 23 of 34

PenCCl(Me)CH.sub.2

Cl O H H Q26-6-I

ClCHCHCH.sub.2 Cl O H H Q26-6-Cl

ClCHCHCH.sub.2 Cl O H H Q26-6-I

ClCHC(Cl)CH.sub.2

Cl O H H Q26-6-Cl

ClCHC(Cl)CH.sub.2

Cl O H H Q26-6-I

Q3-2-Cl Cl O H H Q26-6-Cl

Q3-2-Cl Cl O H H Q26-6-I

Q3-2-Cl I O H H Q26-6-Cl

Q3-2-Cl I O H H Q26-6-I

Q3-2-Cl Cl O H H Q17-5-Cl

Q3-2-Cl Cl S H H Q51-5-Me

Q3-2-Cl Cl S H H Q52-5-Me

Q3-2-Br Cl O H H Q26-6-Cl

(Q4-1-Cl)CH.sub.2

Cl O H H Q26-6-Cl

(Q4-1-Cl)CH.sub.2

Cl O H H Q26-6-I

Q4-2-Cl Cl O H H Q26-6-Cl

Q4-2-Cl Cl O H H Q26-6-I

Q4-2-Cl Br O H H Q26-6-Cl

Q4-2-Cl I O H H Q26-6-I

Q4-2-Cl Cl O H H Q26-6-F

Q4-2-Cl Cl O H H Q17-5-Me

Q4-2-Cl OMe O H H Q17

Q4-2-Cl SMe O H H Q17-5-Et

Q4-2-Cl Cl S H H Q52-1,5-Me.sub.2

Q4-2-Cl Cl S H H Q53

Q4-2-Br Cl O H H Q26-6-Cl

Q4-2-Br Cl O H H Q26-6-I

Q4-2-Br Cl S H H Q53-1-Ph

Q4-2-Br Cl S H H Q53-1,3,4-Me.sub.3

Q5-2-Cl Cl O H H Q26-6-Cl

Q5-2-Cl Cl O H H Q26-6-I

Q5-2-Cl Cl S H H Q54-1-Me-3-Bu-t

Q5-2-Br Cl O H H Q26-6-Cl

Q10-2-Cl Cl O H H Q26-6-Cl

Q10-2-Cl Cl O H H Q26-6-I

Q10-2-Cl Cl S H H Q26-6-Cl

Q10-2-Cl Cl S H H Q26-6-I

Q10-2-Br Cl O H H Q26-6-Cl

Q10-2-Br Cl S H H Q17-5-Cl

MeCCl(OMe)CH.sub.2

Cl O H H Q26-6-Cl

MeCCl(OMe)CH.sub.2

Cl O H H Q26-6-I

PrCCl(OMe)CH.sub.2

Cl O H H Q26-6-Cl

MeCCl(COOMe)CH.sub.2

Cl O H H Q26-6-Cl

MeCCl(COOMe)CH.sub.2

Cl O H H Q26-6-I

MeCCl(SMe)CH.sub.2

Cl O H H Q26-6-Cl

MeCCl(SMe)CH.sub.2

Cl O H H Q26-6-I

PrCCl(SMe)CH.sub.2

Cl O H H Q26-6-Cl

PrCCl(CH.sub.2 OMe)CH.sub.2

Cl O H H Q26-6-Cl

PrCCl(CH.sub.2 SMe)CH.sub.2

Cl O H H Q26-6-Cl

MeCCl(CH.sub.2 CH.sub.2 OMe)CH.sub.2

Cl O H H Q26-6-Cl

PrCCl(CH.sub.2 CN)CH.sub.2

Cl O H H Q26-6-Cl

PrCCl(CH.sub.2 COOMe)CH.sub.2

Cl O H H Q26-6-Cl

NCCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

NCCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-I

MeCOOCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

MeCOOCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-I

EtCOOCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

MeOCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

MeOCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-I

EtOCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

PrOCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

MeSCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

MeSCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-I

EtSCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

PrSCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

MeCCl(CN)CH.sub. 2

Cl O H H Q26-6-Cl

MeCCl(CN)CH.sub.2

Cl O H H Q26-6-I

MeSO.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

MeSO.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-I

Me.sub.2 NCCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

Me.sub.2 NCCl(Me)CH.sub.2

Cl O H H Q26-6-I

Me.sub.2 CClCH.sub.2

Cl O H H Q26-6-Et

Me.sub.2 CClCH.sub.2

Cl O H H Q26-6-Br

Me.sub.2 CClCH.sub.2

Cl O H H Q26-6-CF.sub.3

Me.sub.2 CClCH.sub.2

Br O H H Q26-6-I

Me.sub.2 CClCH.sub.2

Cl O H H Q26-6-OEt

Me.sub.2 CClCH.sub.2

Cl O H H Q32-2-I

Me.sub.2 CClCH.sub.2

Cl O H H Q32-2-Cl

Me.sub.2 CClCH.sub.2

Cl O H H Q32-2-Et

Me.sub.2 CBrCH.sub.2

Cl O H H Q26-6-Et

Me.sub.2 CBrCH.sub.2

Cl O H H Q26-6-Br

Me.sub.2 CBrCH.sub.2

Cl O H H Q32-2-Cl

Me.sub.2 CBrCH.sub.2

Cl O H H Q32-2-Et

Me.sub.2 CBrCH.sub.2

Cl O H H Q32-2-OEt

Me.sub.2 CBrCH.sub.2

Br O H H Q26-6-I

Me.sub.2 CBrCH.sub.2

Br O H H Q26-6-Cl

PrCCl(Me)CH.sub.2

Cl O H H Q26-6-Et

PrCCl(Me)CH.sub.2

Cl O H H Q32-2-Et

PrCCl(Me)CH.sub. 2

Cl O H H Q32-2-Cl

PrCCl(Me)CH.sub.2

Br O H H Q26-6-I

PrCCl(Me)CH.sub.2

Br O H H Q26-6-Cl

PrCCl(Me)CH.sub.2

Cl O H H Q17-5-CF.sub.3

PrCBr(Me)CH.sub.2

Br O H H Q26-6-Br

PrCBr(Me)CH.sub.2

Br O H H Q26-6-I

Cl.sub.2 CCH Cl O H H Q26-6-Cl

Cl.sub.2 CCH Cl O H H Q26-6-I

MeCClCH Cl O H H Q26-6-I

MeCClCH Cl O H H Q26-6-Et

EtCClCH Cl O H H Q26-6-I

EtCClCH Cl O H H Q26-6-Cl

EtCClCH Cl O H H Q26-6-Br

PrCClCH Cl O H H Q26-6-I

PrCClCH Cl O H H Q26-6-Br

PrCClCH Br O H H Q26-6-Br

Me.sub.2 CCH Cl O H H Q26-6-I

Me.sub.2 CCH Cl O H H Q26-6-Br

Me.sub.2 CCH Cl O H H Q26-6-Et

Me.sub.2 CCH Cl O H H Q26-6-Cl

MeC(Et)CH Cl O H H Q26-6-I

MeC(Et)CH Cl O H H Q26-6-Cl

MeC(Pr)CH Cl O H H Q26-6-Cl

MeC(Pr)CH Cl O H H Q26-6-I

MeC(Pr)CH Cl O H H Q26-6-Br

MeC(Bu)CH Cl O H H Q26-6-I

CF.sub.3 CClCH Cl O H H Q26-6-Cl

CF.sub.3 CClCH Cl O H H Q26-6-I

CF.sub.3 CBrCH Cl O H H Q26-6-I

CF.sub.3 CBrCH Cl O H H Q26-6-Br

CH.sub.2C(Me)CH.sub.2

Cl O H H Q26-6-Cl

CH.sub.2C(Me)CH.sub.2

Cl O H H Q26-6-I

CH.sub.2C(Me)CH.sub.2

Cl O H H Q26-6-Br

CH.sub.2C(Me)CH.sub.2

Br O H H Q26-6-I

CH.sub.2C(Et)CH.sub.2

Cl O H H Q26-6-I

CH.sub.2C(Et)CH.sub.2

Cl O H H Q26-6-Et

CH.sub.2C(Et)CH.sub.2

Cl O H H Q26-6-Br

CH.sub.2C(Pr)CH.sub.2

Cl O H H Q26-6-I

CH.sub.2C(Pr)CH.sub.2

Cl O H H Q26-6-Br

CH.sub.2C(Pr)CH.sub.2

Br O H H Q26-6-Br

CH.sub.2C(Bu)CH.sub.2

Cl O H H Q26-6-I

CH.sub.2C(Bu)CH.sub.2

Cl O H H Q26-6-Br

MeCHC(Me)CH.sub.2

Cl O H H Q26-6-I

MeCHC(Me)CH.sub.2

Cl O H H Q26-6-Cl

MeCHC(Me)CH.sub.2

Cl O H H Q26-6-Br

EtCHC(Me)CH.sub.2

Cl O H H Q26-6-I

EtCHC(Me)CH.sub.2

Cl O H H Q26-6-Br

EtCHC(Me)CH.sub.2

Cl O H H Q26-6-Cl

EtCHC(Me)CH.sub.2

Br O H H Q26-6-I

PrCHC(Me)CH.sub.2

Cl O H H Q26-6-I

PrCHC(Me)CH.sub.2

Cl O H H Q26-6-Br

MeCHC(Et)CH.sub.2

Cl O H H Q26-6-I

MeCHC(Et)CH.sub.2

Cl O H H Q26-6-Cl

MeCHC(Et)CH.sub.2

Cl O H H Q32-2-Et

CH.sub.2CHC(Me).sub.2 CH.sub.2

Cl O H H Q26-6-Cl

CH.sub.2CHC(Me).sub.2 CH.sub.2

Cl O H H Q26-6-Br

MeCHCHC(Me).sub.2 CH.sub.2

Cl O H H Q26-6-I

MeCHCHC(Me).sub.2 CH.sub.2

Cl O H H Q26-6-Cl

HCCC(Me).sub.2 CH.sub.2

Cl O H H Q26-6-I

HCCC(Me).sub.2 CH.sub.2

Cl O H H Q26-6-Br

MeCCC(Me).sub.2 CH.sub.2

Cl O H H Q26-6-I

MeCCC(Me).sub.2 CH.sub.2

Cl O H H Q26-6-Cl

CH.sub.2CHCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H Q26-6-Br

CH.sub.2CHCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H Q26-6-I

HCCCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H Q26-6-I

HC CCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H Q26-6-Cl

MeCCCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H Q26-6-Br

MeCCCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H Q26-6-I

Me.sub.2 C(OMe)CH.sub.2

Cl O H H Q26-6-Cl

Me.sub.2 C(OMe)CH.sub.2

Cl O H H Q26-6-Br

Me.sub.2 C(OMe)CH.sub.2

Cl O H H Q26-6-I

Me.sub.2 C(OEt)CH.sub.2

Cl O H H Q26-6-Cl

Me.sub.2 C(OEt)CH.sub.2

Cl O H H Q26-6-I

Me.sub.2 C(OPr)CH.sub.2

Cl O H H Q26-6-Br

Me.sub.2 C(OPr)CH.sub.2

Cl O H H Q26-6-I

MeC(Et)(OMe)CH.sub.2

Cl O H H Q26-6-Et

MeC(Et)(OMe)CH.sub.2

Cl O H H Q26-6-I

MeC(Pr)(OMe)CH.sub.2

Cl O H H Q26-6-I

MeC(Pr)(OMe)CH.sub.2

Cl O H H Q26-6-Br

MeOCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H Q26-6-Cl

MeOCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H Q26-6-CF.sub.3

MeOCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H Q26-6-I

EtOCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H Q26-6-I

EtOCH.sub.2 C(Me).sub.2 CH.sub.2

›DETAILED DESCRIPTION OF THE INVENTION · 24 of 34

Cl O H H Q26-6-Br

EtOCH.sub.2 C(Me).sub.2 CH.sub.2

Br O H H Q26-6-Cl

PrOCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H Q26-6-Cl

PrOCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H Q26-6-I

MeOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H Q26-6-Br

MeOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H Q26-6-Cl

MeOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2

Br O H H Q26-6-Cl

EtOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H Q26-6-I

EtOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H Q26-6-Br

EtOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H Q26-6-Cl

MeO(CH.sub.2).sub.3 C(Me).sub.2 CH.sub.2

Cl O H H Q26-6-Et

MeO(CH.sub.2).sub.3 C(Me).sub.2 CH.sub.2

Cl O H H Q26-6-Cl

EtO(CH.sub.2).sub.3 C(Me).sub.2 CH.sub.2

Cl O H H Q26-6-I

EtO(CH.sub.2).sub.3 C(Me).sub.2 CH.sub.2

Cl O H H Q26-6-Cl

______________________________________

__________________________________________________________________________

In compounds of the formula:

##STR15##

R A X R.sup.1

J

__________________________________________________________________________

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -3-Cl

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -4-CF.sub.3

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -4-Me

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -4-OMe

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CHMeC.sub.6 H.sub.4 -4-Me

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 CH.sub.2 C.sub.6 H.sub.4

-4-Me

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

Me.sub.2 CClCH.sub.2

Br O H CH.sub.2 CH.sub.2 OPh

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CHMeOPh

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub. 2 OC.sub.6 H.sub.4 -4-Cl

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 OC.sub.6 H.sub.4 -4-I

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q17

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CHMeO-Q17

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q26

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q28

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q27

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q24

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q30

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q48

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q52

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q23

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q18

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CHMeO-Q28

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CHMeO-Q27

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q17-5-Cl

Me.sub.2 CClCH.sub.2

Cl S H CH.sub.2 CH.sub.2 O-Q17-5-Cl

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q38

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q45

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q54

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q51

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q49

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 NHPh

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 N(Me)Ph

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 SPh

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 NH-Q17

Me.sub.2 CClCH.sub.2

Cl O H CH(Me)CH.sub.2 OPh

Me.sub.2 CClCH.sub.2

Cl O H (CH.sub.2).sub.3 CO.sub.2 Me

Me.sub.2 CClCH.sub.2

Cl O H (CH.sub.2).sub.3 CO.sub.2 Et

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CHMeCH.sub.2 CO.sub.2 Et

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CHCHCO.sub.2 Et

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CMeCHCO.sub.2 Et

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 OC(O)Et

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 OC(O)Pr

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 NHC(O)Pr

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 NHC(O)BuS

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 NHCO.sub.2 Et

Me.sub.2 CClCH.sub.2

Cl O H (CH.sub.2).sub.3 CCCl

Me.sub.2 CClCH.sub.2

Cl O H (CH.sub.2).sub.3 CCBr

Me.sub.2 CClCH.sub.2

Cl O H (CH.sub.2).sub.3 CCI

Me.sub.2 CClCH.sub.2

Cl O H (CH.sub.2).sub.3 CCCH.sub.2 OMe

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CHNOEt

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CHNOPr

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CHNOBu

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CHNOPri

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CMeNOPr

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 ONCHMe

Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 ONCHEt

Me.sub.2 CBrCH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

Me.sub.2 CBrCH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q17

Me.sub.2 CBrCH.sub.2

Cl O H CH.sub.2 CHNOPr

ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q17

ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q28

ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H CH.sub.2 CHMePh

ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 ONCHMe

ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H CH.sub.2 CHNOPr

ClCH.sub.2 CCl(Me)CH.sub.2

Br O H CH.sub.2 CHNOPr

ClCH.sub.2 CCl(Me)CH.sub.2

Me O H CH.sub.2 CH.sub.2 O-Q17

ClCH.sub.2 CCl(Me)CH.sub.2

Cl S H CH.sub.2 CH.sub.2 OPh

ClCH.sub.2 CBr(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

ClCH.sub.2 CBr(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q17

ClCH.sub.2 CBr(Me)CH.sub.2

Cl O H CH.sub.2 CHNOPr

EtCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

EtCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q17

EtCCl(Me)CH.sub.2

Cl O H CH.sub.2 CHMeOPh

EtCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OC(O)Et

EtCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 ONCHMe

EtCCl(Me)CH.sub.2

Cl O H CH.sub.2 CHNOPr

PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q17

PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q28

PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OC(O)Et

PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CHNOPr

PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CHNOEt

PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH(Me)CH.sub.2 CO.sub.2 Et

PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 ONCHMe

PrCCl(Me)CH.sub.2

Cl O H (CH.sub.2).sub.3 CCCl

PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q30

PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q27

PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q24

PrCBr(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub. 2 OPh

PrCBr(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q17

PrCBr(Me)CH.sub.2

Cl O H CH.sub.2 CHNOPr

BuCCl(Me)CH.sub.2

Cl O H CH.sub.2 CHNOPr

BuCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

MeOCH.sub.2 CCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

MeOCH.sub.2 CCl(Me)CH.sub.2

Cl O H CH.sub.2 CHNOPr

MeOCH.sub.2 CCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q17

EtOCH.sub.2 CCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

EtOCH.sub.2 CCl(Me)CH.sub.2

›DETAILED DESCRIPTION OF THE INVENTION · 25 of 34

Cl O H CH.sub.2 CHNOPr

EtOCH.sub.2 CCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OC(O)Et

MeSCH.sub.2 CCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

MeSCH.sub.2 CCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 CCCH.sub.2 OMe

EtSCH.sub.2 CCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 NHC(O)Pr

EtSCH.sub.2 CCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

Q10-2-Cl Cl O H CH.sub.2 CH.sub.2 OPh

Q10-2-Cl Cl O H CH.sub.2 CH.sub.2 O-Q17

Q10-2-Cl Cl O H CH.sub.2 CHNOPr

Q3-2-Cl Cl O H CH.sub.2 CHNOPr

Q3-2-Cl Cl O H CH.sub.2 CH.sub.2 OPh

Q3-2-Cl Cl O H CH.sub.2 CH.sub.2 ONCHMe

Q4-2-Cl Cl O H CH.sub.2 CH.sub.2 OPh

Q4-2-Cl Cl O H CH.sub.2 CHNOPr

Q7-2-Cl Cl O H CH.sub.2 CHMeOPh

Q7-2-Cl Cl O H CH.sub.2 CHNOPr

Q9-2-Cl Cl O H CH.sub.2 CH.sub.2 OPh

Q9-2-Cl Cl O H CH.sub.2 CH.sub.2 O-Q17

Q9-2-Cl Br O H CH.sub.2 CH.sub.2 OPh

MeCCl(OMe) Cl O H CH.sub.2 CH.sub.2 OPh

MeCCl(OMe) Cl O H CH.sub.2 CHNOPr

MeCCl(OMe) Me S H CH.sub.2 CHMeCH.sub.2 CO.sub.2 Et

MeCCl(OEt) Cl O H CH.sub.2 CH.sub.2 OPh

MeCCl(OEt) Cl O H CH.sub.2 CH.sub.2 OC(O)Pr-i

Cl.sub.2 CCH Cl O H CH.sub.2 CH.sub.2 OPh

Cl.sub.2 CCH Cl O H CH.sub.2 CH.sub.2 O-Q17

Cl.sub.2 CCH Br O H CH.sub.2 CH.sub.2 OPh

MeCClCH Cl O H CH.sub.2 CH.sub.2 OPh

MeCClCH Cl O H CH.sub.2 CHNOPr

MeCClCH Cl S H CH.sub.2 CH.sub.2 ONCHEt

EtCClCH Cl O H CH.sub.2 CH.sub.2 OPh

EtCClCH Cl O H CH.sub.2 CH.sub.2 O-Q17

PrCClCH Cl O H CH.sub.2 CH.sub.2 OPh

PrCClCH Cl O H CH.sub.2 CHNOPr

PrCClCH Br O H CH.sub.2 CHNOPr

PrCClCH Cl O H CH.sub.2 CH.sub.2 O-Q17

Me.sub.2 CCH Cl O H CH.sub.2 CH.sub.2 O-Q17

Me.sub.2 CCH Cl O H CH.sub.2 CH.sub.2 O-Q17

Me.sub.2 CCH Cl O H CH.sub.2 CHNOPr

Me.sub.2 CCH Cl O H CH.sub.2 CH.sub.2 NHCO.sub.2 Et

Me.sub.2 CCH Cl O H CH.sub.2 CH.sub.2 ONCHMe

MeC(Et)CH Cl O H CH.sub.2 CH.sub.2 OPh

MeC(Et)CH Cl O H CH.sub.2 CH.sub.2 O-Q17

MeC(Et)CH Cl O H CH.sub.2 CHNOPr

MeC(Pr)CH Cl O H CH.sub.2 CH.sub.2 OPh

MeC(Pr)CH Cl O H CH.sub.2 CHNOPr

MeC(Pr)CH Br O H CH.sub.2 CH.sub.2 O-Q17

CF.sub.3 CClCH Cl O H CH.sub.2 CH.sub.2 OPh

CF.sub.3 CClCH Cl O H CH.sub.2 CH.sub.2 O-Q17

CF.sub.3 CClCH Cl O H CH.sub.2 CHNOPr

CH.sub.2C(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

CH.sub.2C(Me)CH.sub.2

Br O H CH.sub.2 CH.sub.2 CHMeCCBr

CH.sub.2C(Me)CH.sub.2

I O H CH.sub.2 CH.sub.2 O-Q17

CH.sub.2C(Et)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

CH.sub.2C(Et)CH.sub.2

SO.sub.2 Me

O H CH.sub.2 CH.sub.2 NHC(O)Et

CH.sub.2C(Pr)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

CH.sub.2C(Pr)CH.sub.2

Cl O H CH.sub.2 CHNOPr

MeCHC(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

MeCHC(Me)CH.sub.2

Cl O H CH.sub.2 CHNOPr

MeCHC(Me)CH.sub.2

H O H CH.sub.2 CH.sub.2 OPh

EtCHC(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

EtCHC(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q17

EtCHC(Me)CH.sub.2

Cl O H CH.sub.2 CHNOPr

PrCHC(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

PrCHC(Me)CH.sub.2

Br O H CH.sub.2 CH.sub.2 N(Et)-Q17

CH.sub.2CHC(Me).sub.2 CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

CH.sub.2CHC(Me).sub.2 CH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q17

CH.sub.2CHC(Me).sub.2 CH.sub.2

OMe O H CH.sub.2 CHMeOPh

MeCHCHC(Me).sub.2 CH.sub.2

Cl O H CH.sub.2 CHMeOPh

MeCHCHC(Me).sub.2 CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

HCCC(Me).sub.2 CH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q17

HCCC(Me).sub.2 CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

HCCC(Me).sub.2 CH.sub.2

OEt O H (CH.sub.2).sub.3 CCI

MeCCC(Me).sub.2 CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

MeCCC(Me).sub.2 CH.sub.2

Cl O H CH.sub.2 CHMeOPh

CH.sub.2CHCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q17

CH.sub.2CHCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H CH.sub.2 CHNOPr

HCCCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

HCCCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H CH.sub.2 CH.sub.2 ONCHMe

Me.sub.2 C(OMe)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 SPh

Me.sub.2 C(OMe)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

Me.sub.2 C(OMe)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q17

Me.sub.2 C(OMe)CH.sub.2

Br O H CH.sub.2 CHNOPr

Me.sub.2 C(OEt)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 ONCHMe

Me.sub.2 C(OEt)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

Me.sub.2 C(OEt)CH.sub.2

Cl O H CH.sub.2 CHMeOPh

MeC(Et) (OMe)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 NHCO.sub.2 Bu

MeC(Et) (OMe)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 NHC(O)Et

MeC(Pr) (OMe)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

MeC(Pr) (OMe)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 CHEtPh

MeOCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

MeOCH.sub. 2 C(Me).sub.2 CH.sub.2

Cl O H CH.sub.2 CHMeOPh

MeOCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q17

MeOCH.sub.2 C(Me).sub.2 CH.sub.2

Br O H CH.sub.2 CH.sub.2 OPh

EtOCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

EtOCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H CH.sub.2 CHNOPr

EtOCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q17

EtOCH.sub.2 C(Me).sub.2 CH.sub.2

Cl S H CH.sub.2 CH.sub.2 NHPh

MeOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

MeOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q17

MeOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2

Br O H (CH.sub.2).sub.3 CCCl

MeOCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

MeOCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q17

MeOCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2

Cl O H CH.sub.2 CHNOPr

EtOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

EtOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H CH.sub.2 CH.sub.2 O-Q28

MeO(CH.sub.2).sub.3 C(Me).sub.2 CH.sub.2

Cl O H CH.sub.2 CHNOPr

MeO(CH.sub.2).sub.3 C(Me).sub.2 CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh

__________________________________________________________________________

Q1 to Q56 in the Tables 1, 2 and 3 are groups represented by the folowing structural formula: ##STR16##

The preparations of the compounds of the present invention are described in detail by way of the following examples which are not to restrict the invention.

PREPARATION EXAMPLE 1

Synthesis of 5-(4-t-butylbenzylthio)-4-chloro-2-[(2,2-dichloro-1,1-dimethyl)-ethyl]-3(2H)-pyridazinone (Compound No. 2)

In 10 ml of methanol were dissolved 0.73 g of 4,5-dichloro-2-[(2,2-dichloro-1,1-dimethyl)-ethyl]-3(2H)-pyridazinone and 0.45 g of 4-t-butylbenzyl-mercaptan. The resulting solution was suspended with 0.27 g of sodium carbonate and then stirred for 3 hours at room temperature. The solution was poured into ice water and then filtered off. The crystals thus obtained were recrystallized from benzene-hexane to give 0.8 g of the intended compound.

›DETAILED DESCRIPTION OF THE INVENTION · 26 of 34

melting point (m.p.): 162°-163° C.

PREPARATION EXAMPLE 2

Synthesis of 4-bromo-5-(4-chloro-benzyloxyl)-2-[(2,3-dichloro-2-methyl)-propyl]-3(2H)-pyridazinone (Compound No. 12)

In 10 ml of N,N-dimethylformamide were dissolved 1.90 g of 4,5-dibromo-2-[(2,3-dichloro-2-methyl)-propyl]-3(2H)-pyridazinone and 0.71 g of 4-chlorobenzyl alcohol. The solution was suspended in 0.33 g of powdery potassium hydroxide. The reaction mixture was stirred for one night at room temperature. The resulting solution was poured into ice water and extracted with benzene. The extract was washed with saturated saline and then with water and freed of solvent by distillation under reduced pressure. The oil thus obtained was separated and purified by means of column chromatography (on silica gel, eluting with chloroform) to give 1.10 g of the intended compound.

m.p.: 112°-114° C.

PREPARATION EXAMPLE 3

Synthesis of 2-(3'-bromopropyl)-4-chloro-5-(4'-chlorobenzyloxy)-3(2H)-pyridazinone (Compound No. 19)

To a mixed solvent of 150 ml of water and 150 ml of ethanol was added 22.3 g of 4,5-dichloro-2-(3'-hydroxypropyl)-3(2H)-pyridazinone (0.1 mol) and 19.6 g of potassium hydroxide (0.35 mol) and then heated under reflux for about 10 hours. After reaction, ethanol was removed under reduced pressure and added with water to filter off the insoluble matters. The filtrate was converted into acidity by diluted hydrochloric acid and the crystals produced were filtered off. The crystals thus obtained were washed with water and dried to give 14.5 g of 4-chloro-5-hydroxy-2-(3'-hydroxypropyl)-3(2H)-pyridazinone.

To 150 ml of N,N-dimethylformamide were added 10.2 g of 4-chloro-5-hydroxy-2-(3'-hydroxypropyl)-3(2H)-pyridazinone (0.05 mol), 8.4 g of 4-chlorobenzyl chloride (0.052 mol) and 10.4 g of anhydrous potassium carbonate (0.075 mol) and heated for about 3 hours at 100° C. to 120° C. After reaction, the mixture solution was poured into water and extracted with ethyl acetate. The resulting solution was washed with water and then with aqueous solution of 5% sodium hydroxide and further with saturated saline. The solution was dried over anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. The solid product thus obtained was washed with n-hexane and dried to obtain 12.3 g of 4-chloro-5-(4'-chlorobenzyloxy)-2-(3'-hydroxypropyl)-3(2H)-pyridazinone.

To 170 ml of chloroform were added 9.9 g of 4-chloro-5-(4'-chlorobenzyloxy)-2-(3'-hydroxypropyl)-3(2H)-pyridazinone (0.03 mol) and slowly added 9.4 g of thionyl bromide (0.045 mol) under stirring for about 2 hours at -5° to 5° C. After reaction, the resulting solution was added little by little with water and the chloroform layer was separated. The layer was washed with water and then with aqueous solution of 5% sodium hydrogen carbonate, and further washed with saturated saline and dried over anhydrous sodium sulfate and freed of solvent by distillation under reduced pressure. The solid product thus obtained was recrystallized from a mixed solvent of n-hexane-benzene to give 5.2 g of 2-(3'-bromopropyl)-4-chloro-5-(4'-chlorobenzyloxy)-3(2H)-pyridazinone.

m.p.: 83°-87° C.

PREPARATION EXAMPLE 4

Synthesis of 4-chloro-2-[(2-chloro-2-methyl)-pentyl]-5-(4-iodobenzyloxy)-3(2H)-pyridazinone (Compound No. 33)

The procedures in Preparation Example 2 were repeated by using 1.42 g of 4,5-dichloro-2-[(2-chloro-2-methyl)-pentyl]-3(2H)-pyridazinone and 1.17 g of 4-iodobenzyl alcohol to give 1.72 g of the intended compound.

m.p.: 114°-115° C.

PREPARATION EXAMPLE 5

Synthesis of 4-chloro-2-[(2,3-dichloro-2-methyl-prpyl]-5-[(2-iodo-5-pyridyl)-methoxy]-3(2H)-pyridazinone (Compound No. 202)

The procedures in Preparation Example 2 were repeated by using 1.45 g of 4,5-dichloro-2-[(2,3-dichloro-2-methyl)-propyl]-3(2H)-pyridazinone and 1.18 g of 2-iodo-5-pyridinemethanol to give 1.33 g of the intended compound.

m.p.: 117°-120° C.

PREPARATION EXAMPLE 6

Synthesis of 4-chloro-2-(2-chloro-2-methylpropyl)-5-(2-phenoxy-ethoxy)-3(2H)-pyridazinone (Compound No. 326)

In 10 ml of N,N-dimethylformamide were dissolved 1.85 g of 2-(2-chloro-2-methylpropyl)-4,5-dichloro-3(2H)-pyridazinone and 1.00 g of 2-phenoxy ethanol, and thereto was added 0.48 g of powdery potassium hydroxide. The mixture solution was stirred for one night at room temperature. Then, the procedures in Preparation Example 2 were repeated to give 1.9 g of the intended compound.

m.p.: 82°-83° C.

PREPARATION EXAMPLE 7

Synthesis of 5-(4-t-buthyl-α-methylbenzyloxy)-4-chloro-2-vinyl-3(2H)-pyridazinone (Compound No. 129)

In 60 ml of N,N-dimethylformamide were dissolved 2.7 g of 2-(2-bromoethyl)-4,5-dichloro-3(2H)-pyridazinone and 1.8 g of 4-t-buthyl-α-methyl-benzyl alcohol, and thereto were added 1.4 g of powdery potassium hydroxide. The solution was stirred for one night at room temperature. After reaction, the mixture solution was poured into water and extracted with benzene. The benzene layer was washed with water and dried over anhydrous sodium sulfate and freed of solvent by distillation under reduced pressure. The residual viscous liquid was separated by means of column chromatography (on silica gel, eluting with benzene-ethyl acetate) to give 2.2 g of the intended compound. (viscous liquid)

1 H-NMR (CDCl 3 , δ, ppm)

1.37 (9H, s), 1.80 (3H, d, J=6 Hz), 4.95 (1H, d, J=9 Hz), 5.66 (1H, q, J=6 Hz), 5.67 (1H, d, J=15 Hz), 7.17-7.53 (4H, m), 7.68 (1H, d, d, J=9 Hz, 15 Hz), 7.78 (1H, s)

PREPARATION EXAMPLE 8

Synthesis of 4-chloro-2-(2-chloro-2-methylpentyl)-5-(4-ethylbenzyloxy)-3(2H)-pyridazinone (Compound No. 85)

In 20 ml of N,N-dimethylformamide were added 1.2 g of 2-(2-chloro-2-methylpentyl)-4,5-dichloro-3(2H)-pyridazinone and 0.64 g of 4-ethylbenzyl alcohol, and thereto was added 0.31 g of powdery potassium hydroxide under ice-cooling and stirred for one day at room temperature. Then, the procedures in Preparation Example 2 were repeated to give 600 mg of the intended compound.

m.p.: 81°-83° C.

PREPARATION EXAMPLE 9

Synthesis of 4-chloro-2-(2-chloro-2-methylpentyl)-5-(4-trifluoromethylbenzyloxy)-3(2H)-pyridazinone (Compound No. 56)

›DETAILED DESCRIPTION OF THE INVENTION · 27 of 34

In 20 ml of N,N-dimethylformamide were dissolved 1.2 g of 2-(2-chloro-2-methylpentyl)-4,5-dichloro-3(2H)-pyridazinone and 0.78 g of 4-trifluoromethylbenzyl alcohol, and thereto were added 1.46 g of anhydrous potassium carbonate. The mixture solution was stirred for 8 hours at 50° C. Then, the procedures in Preparation Example 2 were repeated to give 1.0 g of the intended compound.

m.p.: 105°-106° C.

PREPARATION EXAMPLE 10

Synthesis of 4-chloro-2-(2-chloro-2-methylpropyl)-5-[(2-iodo-5-pyridyl)-methoxy]-3(2H)-pyridazinone and 4-chloro-5-[(2-iodo-5-pyridyl)-methoxy]-2-(2-methyl-1-propenyl)-3(2H)-pyridazinone (Compound Nos. 237 and 255)

In 10 ml of N,N-dimethylformamide were dissolved 1.4 g of 2-(2-chloro-2-methylpropyl)-4,5-dichloro-3(2H)-pyridazinone and 1.29 g of 2-iodo-5-pyridyl methanol, and thereto was added 0.33 g of powdery potassium hydroxide under ice-cooling. The mixture solution was stirred for one day at room temperature. Then, the procedures in Preparation Example 2 were repeated to give 0.74 g of 4-chloro-2-(2-chloro-2-methylpropyl)-5-[(2-iodo-5-pyridyl)methoxy]-3(2H)-pyridazinone (m.p.: 119°-123° C.) and 0.24 g of 4-chloro-5-[(2-iodo-5-pyridyl)-methoxy]-2-(2-methyl-1-propenyl)-3(2H)-pyridazinone (m.p.: 141°-142° C.).

PREPARATION EXAMPLE 11

Synthesis of 2-(2-chloro-2-methylpropyl)-5-(4-iodobenzyloxy)-4-methyl-3(2H)-pyridazinone (Compound No. 167)

In 5 ml of N,N-dimethylformamide were dissolved 0.33 g of 5-chloro-2-(2-chloro-2-methylpropyl)-4-methyl-3(2H)-pyridazinone and 0.33 g of 4-iodobenzyl alcohol, and thereto was added 0.1 g of powdery potassium hydroxide under ice-cooling. Then, the procedures in Preparation Example 2 were repeated to give 0.3 g of the intended compound.

m.p.: 121°-123° C.

PREPARATION EXAMPLE 12

Synthesis of 4,5-dichloro-2-(3-chloro-tetrahydro-2-pyranyl)-3(2H)-pyridazinone

In 20 ml of methylene chloride were dissolved 4 g of 2,4,5-trichloro-3(2H)-pyridazinone, and thereto dropwise added 2.5 g of 2,3-dihydro-pyran under ice-cooling. The solution was stirred for 30 minutes and the by-produced 4,5-dichloro-3(2H)-pyridazinone was filtered off. The filtrate was distilled off under reduced pressure. The oil thus obtained was separated by means of column chromatography (on silica gel, eluting with benzene) to give 1.5 g of trans-form as the first fraction (m.p.: 136°-137° C.) and 1.3 g of cis-form as the second fraction (m.p.: 109°-110° C.).

1 H-NMR (CDCl 3 , δ, TMS)

Trans-form 1.50-2.20 (m, 4H), 3.50-4.60 (m, 3H), 5.86 (d, 1H, 10 Hz), 7.77 (s, 1H)

Cis-form 1.90-2.50 (m, 4H), 3.50-4.60 (m, 3H), 6.05 (d, 1H, 3 Hz), 7.83 (s, 1H)

PREPARATION EXAMPLE 13

Synthesis of 4,5-dichloro-2-(2,3-dichloro-2-propenyl)-3(2H)-pyridazinone

To a mixture of 10.8 g of 4,5-dichloro-3(2H)-pyridazinone and 9.5 g of anhydrous potassium carbonate were added 65 ml of N,N-dimethylformamide and stirred for 10 minutes at room temperature. Then, 10.0 g of 1,2,3-trichloro-1-propene (mixture of E-from and Z-form) were added to the mixture solution and were stirred for 6 hours at 40° C. The solution was poured into a large quantity of water and extracted with benzene, and freed of solvent by distillation under reduced pressure to give 6.0 g of the intended compound (mixture of E-form and Z-form). The compound thus obtained was separated into isomer (m.p.: 93.7°-94.6° C., 112.8°-114.8° C.) by means of column chromatography (on silica gel, eluting with benzene).

1 H-NMR (CDCl 3 , δ, TMS)

Isomer 1 (m.p.: 93.7°-94.6° C.): 5.15 (s, 2H), 6.47 (s, 1H), 7.84 (s, 1H)

Isomer 2 (m.p.: 112.8°-114.8° C.). 5.00 (s, 2H), 6.70 (s, 1H), 7.84 (s, 1H)

PREPARATION EXAMPLE 14

Synthesis of 4,5-dichloro-2-(2-methyl-2-propenyl)-3(2H)-pyridazinone

To 50 ml of N,N-dimethylformamide were suspended 10 g of 4,5-dichloro-3(2H)-pyridazinone, 27 g of 3-chloro-2-methylpropene and 8.4 g of potassium carbonate. The mixtured solution was stirred for 5 hours at 40° C. Then, the procedures in Preparation Example 2 were repeated to give 4.9 g of the intended compound.

m.p.: 52°-54° C.

PREPARATION EXAMPLE 15

Synthesis of 2-(2-chloro-2-methyl-propyl)-4,5-dichloro-3(2H)-pyridazinone

In 100 ml of carbon tetrachloride were dissolved 5 g of 4,5-dichloro-2(2-methyl-2-propenyl)-3(2H)-pyridazinone and 0.1 g of trifluoromethyl ammonium chloride, and thereto were added 30 ml of concentrated hydrochloric acid. The mixture solution was stirred for 3 days at room temperature. The organic layer was separated and washed with water, and dried over anhydrous sodium sulfate and freed of solvent by distillation under reduced pressure to give 4.7 g of the intended compound.

m.p.: 61°-66° C.

Physical properties of compounds prepared according to any one of Preparation Examples 1 to 11 are shown in Tables 4, 5 and 6. In the Tables, Me represents methyl group, Et represents ethyl group, Pr represents propyl group, Bu represents butyl group, Pen represents pentyl group, Hex represents hexyl group, Ph represents unsubstituted phenyl group, t represents tertiary, s represents secondary, i represents iso and c represents cyclo.

The number of compounds listed in Tables 4, 5 and 6 will be referred to in the above Preparation Examples, and Formulation Examples and Test Examples later described.

__________________________________________________________________________

In Compounds of the formula:

##STR17##

No. R A X R.sup.1

R.sup.2

Y m.p. (°C.)

__________________________________________________________________________

1 Cl.sub.2 CHC(Me).sub.2

Cl O H H 4-Cl 108-109

2 Cl.sub.2 CHC(Me).sub.2

Cl S H H 4-Bu-t 162-163

3 ClCH.sub.2 CHClCH.sub.2

Cl O H H 4-Cl 123-125

4 ClCH.sub.2 CHClCH.sub.2

Cl O H H 2,4-Cl.sub.2

96-98

5 ClCH.sub.2 CHClCH.sub.2

Cl S H H 4-Cl 120-124

6 ClCH.sub.2 CHClCH.sub.2

Cl S H H 4-Bu-t 135-139

7 Me.sub.2 CClCHCl

Cl O H H 4-Cl 124-125

8 Me.sub.2 CClCHCl

Cl S H H 4-Bu-t 183-184

9 ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-Cl 115-118

10 ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-I 124-127

11 ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H H 2,4-Cl.sub.2

111-117

12 ClCH.sub.2 CCl(Me)CH.sub.2

Br O H H 4-Cl 112-114

13 ClCH.sub.2 CCl(Me)CH.sub.2

›DETAILED DESCRIPTION OF THE INVENTION · 28 of 34

Br O H H 2,4-Cl.sub.2

107-113

14 ClCH.sub.2 CCl(Me)CH.sub.2

Cl S H H 4-Bu-t 106-109

15 ClCH.sub.2 CBr(Me)CH.sub.2

Cl O H H 4-Cl 68-70

16 ClCH.sub.2 CBr(Me)CH.sub.2

Cl O H H 2,4-Cl.sub.2

130-133

17 MeCHClCHClCH.sub.2

Cl O H H 4-Cl 108-110

18 MeCHClCHClCH.sub.2

Cl O H H 2,4-Cl.sub.2

105-107

19 Br(CH.sub.2).sub.3

Cl O H H 4-Cl 83-87

20 Br(CH.sub.2).sub.3

Cl O H H 4-I 100-102

21 Br(CH.sub.2).sub.3

Cl S H H 4-Bu-t 130-132

22 Br(CH.sub.2).sub.4

Cl O H H 4-Cl 112-114

23 Br(CH.sub.2).sub.4

Cl O H H 4-I 101-104

24 EtCCl(Me)CH.sub.2

Cl O H H 4-Cl 118-120

25 EtCCl(Me)CH.sub.2

Cl O H H 4-I 122-124

26 EtCCl(Me)CH.sub.2

Cl O H H 2,4-Cl.sub.2

109-110

27 Et.sub.2 CClCH.sub.2

Cl O H H 4-Cl 100-101

28 Et.sub.2 CClCH.sub.2

Cl O H H 4-I 98-100

29 Et.sub.2 CClCH.sub.2

Cl S H H 4-Cl 75-78

30 Et.sub.2 CClCH.sub.2

Cl S H H 4-Bu-t 115-117

31 t-BuCCl(Me)CH.sub.2

Cl O H H 4-I 168-170

32 PrCCl(Me)CH.sub.2

Cl O H H 4-Cl 94-99

33 PrCCl(Me)CH.sub.2

Cl O H H 4-I 114-115

34 PrCCl(Me)CH.sub.2

Cl O H H 2,4-Cl.sub.2

114-116

35 PrCCl(Me)CH.sub.2

Cl S H H 4-Bu-t 110-111

36 i-PrCCl(Me)CH.sub.2

Cl O H H 4-Cl 123-125

37 i-PrCCl(Me)CH.sub.2

Cl O H H 4-I 124-126

38 BuCCl(Me)CH.sub.2

Cl O H H 4-Cl 90-92

39 BuCCl(Me)CH.sub.2

Cl O H H 4-I 78-79

40 Q3-2-Cl Cl O H H 4-Cl 134-136

41 Q3-2-Cl Cl O H H 2,4-Cl.sub.2

162-166

42 Q3-2-Cl Cl S H H 4-Bu-t 143-144

43 (Q4-1-Cl)CH.sub.2

Cl O H H 4-Cl 113-115

44 (Q4-1-Cl)CH.sub.2

Cl O H H 4-I 155-156

45 Q4-2-Cl (cis-form)

Cl O H H 4-Cl 160-161

46 Q4-2-Cl (cis-form)

Cl O H H 2,4-Cl.sub.2

199-200

47 Q4-2-Cl (cis-form)

Cl S H H 4-Cl 142-144

48 Q4-2-Cl (cis-form)

Cl S H H 4-Bu-t 158-160

49 Q5-2-Cl Cl O H H 4-Cl 120-121

50 Q5-2-Cl Cl O H H 2,4-Cl.sub.2

140-141

51 Q5-2-Cl Cl S H H 4-Bu-t 146-148

52 Q9-3-Cl (trans-form)

Cl O H H 4-Cl 168-170

53 Q9-3-Cl (trans-form)

Cl O H H 4-Cl 140-143

54 PrCCl(Me)CH.sub.2

Cl O H H 2-F, 4-Cl 84-86

55 PrCCl(Me)CH.sub.2

Cl O H H 4-F 100-101

56 PrCCl(Me)CH.sub.2

Cl O H H 4-CF.sub.3 105-106

57 PrCCl(Me)CH.sub.2

Cl O H H 4-CO(C.sub.6 H.sub.4 Cl-4)

144-145

58 PrCCl(Me)CH.sub.2

Cl O H H 4-SMe 96-97

59 PrCCl(Me)CH.sub.2

Cl O H H 4-OCH.sub.2(C.sub.6 H.sub.4 Cl-4)

120-123

60 ClCHC(Cl)CH.sub.2

Cl O H H 4-Cl 131-133

61 ClCHC(Cl)CH.sub.2

Cl O H H 4-I 132-133

62 PrCCl(Me)CH.sub.2

Cl O H H 4-Br 112-113

63 PrCCl(Me)CH.sub.2

Cl O H H 4-Me 107-108

64 PrCCl(Me)CH.sub.2

Cl O H H 4-Ph 136-137

65 PrCCl(Me)CH.sub.2

Cl O H H 4-O(C.sub.6 H.sub.3 Cl-2, CF.sub.3 -4)

105-107

66 PenCHClCH.sub.2

Cl O H H 4-I 109-111

67 HexCHClCH.sub.2

Cl O H H 4-Cl 102-105

68 HexCHClCH.sub.2

Cl O H H 4-I 107-109

69 ClCH.sub.2 CH(OEt)

Cl O H H 4-I 121-122

70 i-BuCCl(Me)CH.sub.2

Cl O H H 4-Cl 102-103

71 i-BuCCl(Me)CH.sub.2

Cl O H H 4-I 111-113

72 CH.sub.2C(Cl)CH.sub.2

Cl O H H 4-Cl 86-88

73 CH.sub.2C(Cl)CH.sub.2

Cl O H H 4-I 133-134

74 ClCHCHCH.sub.2 Cl O H H 4-I 107-112

75 MeOCH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-Cl 99-101

76 MeOCH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-I 97-99

77 Q9-3-Cl (trans-form)

Cl O H H 4-I 159-162

78 Q9-3-Cl (cis-form)

Cl O H H 4-I 169-172

79 PrCCl(Me)CH.sub.2

Cl O H H 3,4-Cl.sub.2

102-104

80 ClCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-Cl 100-101

81 ClCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-I 99-104

82 PrCCl(Me)CH.sub.2

Cl O H H 3-CF.sub.3 93-94

83 PrCCl(Me)CH.sub.2

Cl O H H 2-CF.sub.3 108-110

84 PrCCl(Me)CH.sub.2

Cl O H H 4-OMe 82-83

85 PrCCl(Me)CH.sub.2

Cl O H H 4-Et 81-83

86 PrCCl(Me)CH.sub.2

Cl O H H

##STR18## 105-106

87 PrCCl(Et)CH.sub.2

Cl O H H 4-I 92-93

88 EtCHClCCl(Me)CH.sub.2

Cl O H H 4-I 129-131

89 PenCCl(Me)CH.sub.2

Cl O H H 4-I 100-102

90 PenCCl(Me)CH.sub.2

Cl O H H 4-Cl 88-90

91 PenCCl(Me)CH.sub.2

Cl O H H 3-CF.sub.3 43-45

92 ClCH.sub.2 CH(OMe)CH.sub.2

Cl O H H 4-I 108-109

93 PrCCl(Me)CH.sub.2

Cl O H H 4-S(O)Me 89-92

94 PrCCl(Me)CH.sub.2

Cl O H H 4-SO.sub.2 Me

142-144

95 PrCCl(Me)CH.sub.2

Cl O H H 4-OPh 99-100

96 ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-OPh 116-121

97 ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-CF.sub.3 107-109

98 CH.sub.2C(CH.sub.2 Cl)CH.sub.2

Cl O H H 4-I 96-98

99 CH.sub.2C(CH.sub.2 Cl)CH.sub.2

Cl S H H 4-Bu-t 125-127

100 PrCCl(Me)CH.sub.2

Cl O H H 4-Pr 68-69

101 PrCCl(Me)CH.sub.2

Cl O H H 4-Pr-i 101-102

102 PrCCl(Me)CH.sub.2

Cl O H H 4-Bu 68-70

103 PrCCl(Me)CH.sub.2

Cl O H H 4-Bu-t 116-117

104 Me.sub.2 CClCH.sub.2

Cl O H H 4-I 129-131

105 (ClCH.sub.2).sub.2 CClCH.sub.2

Cl O H H 4-I 111-112

106 PrCCl(Me)CH.sub.2

Cl O H H 4-OEt 73-74

107 ClCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-CF.sub.3 94-95

108 ClCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-Et 86-87

109 EtOCH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-I 105-106

110 EtOCH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-CF.sub.3 114-115

111 EtOCH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-Et 69-70

112 MeOCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-I 63-64

113 MeOCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-CF.sub.3 95-96

114 MeOCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-Et 99-100

115 Me.sub. 2 CClCH.sub.2

Cl O H H 4-CF.sub.3 119-121

116 Me.sub.2 CClCH.sub.2

Cl O H H 4-Et 122-125

117 ClCH.sub.2 C(Me)(OMe)CH.sub.2

Cl O H H 4-I 95-97

118 Me.sub.2 CBrCH.sub.2

Cl O H H 4-I 127-128

119 Me.sub.2 CBrCH.sub.2

Cl O H H 4-Et 128-129

120 Me.sub.2 CBrCH.sub.2

Cl O H H 4-CF.sub.3 127-129

121 PrCCl(Me)CH.sub.2

Cl O H H 4-CN 135-138

122 ClCH.sub.2 CCl(Et)CH.sub.2

Cl O H H 4-I 102-104

123 ClCH.sub.2 CCl(Et)CH.sub.2

Cl O H H 4-CF.sub.3 121-123

124 ClCH.sub.2 CCl(Et)CH.sub.2

Cl O H H 4-Et 76-78

125 Cl(CH.sub.2).sub.3 CCl(Me)CH.sub.2

Cl O H H 4-I 82-83

126 Cl(CH.sub.2).sub.3 CCl(Me)CH.sub.2

Cl O H H 4-CF.sub.3 82-83

127 Q7-3-Cl Cl O H H 4-I 178-179

128 CH.sub.2CH Cl O H H 4-Me 129-130

129 CH.sub.2CH Cl O H Me 4-Bu-t oil

130 CH.sub.2CH Cl O H H 3-F 108-119

131 CH.sub.2CH Cl O H H 4-Cl 151-153

132 CH.sub.2CH Cl O H H 4-CF.sub.3 175-177

133 CH.sub.2CH Cl O H H 4-Ph 189-191

134 CH.sub.2CH Cl O H H 4-OPr 108-110

135 CH.sub.2CH Cl O H H 4-OCH.sub.2(C.sub.6 H.sub.4 F-4)

125-129

136 CH.sub.2CHCH.sub.2

Cl S H H 4-Bu-t 131-134

137 CH.sub.2CHCH.sub.2

Cl O H H 4-Cl 74-77

138 CH.sub.2CHCH.sub.2

Cl O H H 4-Ph 133-136

139 CH.sub.2CHCH.sub.2

Cl O H H 4-CO(C.sub.6 H.sub.4 Cl-4)

133-136

140 MeCHCHCH.sub.2 Cl O H H 4-Me 101-102

141 MeCHCHCH.sub.2 Cl O H H 4-Pr-i 118-119

142 MeCHCHCH.sub.2 Cl O H H 4-Bu-t 112-114

143 MeCHCHCH.sub.2 Cl O H H 4-F 132-133

144 MeCHCHCH.sub.2 Cl O H H 4-Cl 118-119

145 MeCHCHCH.sub.2 Cl O H H 3,4-Cl.sub.2

143-144

›DETAILED DESCRIPTION OF THE INVENTION · 29 of 34

146 MeCHCHCH.sub.2 Cl O H H 4-CO(C.sub.6 H.sub.4 Cl-4)

127-136

147 HCCCH.sub.2 Cl S H H 4-Bu-t 100-102

148 HCCCH.sub.2 Cl S H H 4-Cl 135-140

149 HCCCH.sub.2 Cl S H H 4-Ph 125-132

150 CH.sub.2CH Cl S H H 4-Bu-t 115-116

151 CH.sub.2C(Me)CH.sub.2

Cl S H H 4-Bu-t 114-117

152 CH.sub.2C(Me)CH.sub.2

Cl O H H 4-Cl 113-115

153 CH.sub.2C(Me)CH.sub.2

Cl O H H 4-I 111-113

154 MeOCH(Me)CH.sub.2

Cl O H H 4-Cl 104-108

155 Me.sub.2 CCH Cl O H H 4-I 146-149

156 Pr(Me)CH Me O H H 4-I 106-108

157 MeOC(Me).sub.2 CH.sub.2

Cl O H H 4-I 108-109

158 MeOC(Me).sub.2 CH.sub.2

Cl O H H 4-CF.sub.3 91-92

159 PrCCl(Me)CH.sub.2

Cl O H H 4-NO.sub.2 121-122

160 PrCCl(Me)CH.sub.2

Cl O H H 4-OCF.sub.3 84-85

161 PrCCl(Me)CH.sub.2

Cl O H H 4-CO.sub.2 Me

98-99

162 PrCCl(Me)CH.sub.2

Cl O H H 4-OPr-i 112-113

163 ClCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H 4-I 103-109

164 Me.sub.2 CClCH.sub.2

Cl O H H 4-OCF.sub.3 79-81

165 Me.sub.2 CClCH.sub.2

Cl O H H 4-CO.sub.2 Me

157-158

166 Me.sub.2 CClCH.sub.2

Cl O H H 4-OPr-i 105-106

167 Me.sub.2 CClCH.sub.2

Me O H H 4-I 121-123

168 EtCCl(Me)CH.sub.2

Cl O H H 4-OCF.sub.3 74-75

169 ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-OCF.sub.3 70-72

170 ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-CO.sub.2 Me

172-174

171 ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-OEt 103-104

172 ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H H 4-OPr-i 94-95

173 Cl(CH.sub.2).sub.3 CCl(Me)CH.sub.2

Cl O H H 4-Et n.sub.D.sup.20 1.5750

174 ClCHCHCH.sub.2 Cl S H H 4-Bu-t 120-124

(trans-form)

175 ClCHCHCH.sub.2 Cl S H H 4-Cl 143-145

(trans-form)

176 PrCCl(Me)CH.sub.2

Cl O H Me 4-Cl 55-62

177 Pr(Me)CCH Cl O H H 4-I 155-156

(trans-form)

178 Pr(Me)CCH Cl O H H 4-I 128-129

(cis-form)

179 ClCH.sub.2 C(Me)CH

Cl O H H 4-I 128-129

180 EtCHC(Me)CH.sub.2

Cl O H H 4-I 107-108

__________________________________________________________________________

__________________________________________________________________________

In Compounds of the formula:

##STR19##

No. R A X R.sup.1

R.sup.2

Q m.p. (°C.)

__________________________________________________________________________

201 ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

117-119

202 ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-I 117-120

203 ClCH.sub.2 CCl(Me)CH.sub.2

Br O H H Q26-6-Cl

106-108

204 ClCH.sub.2 CCl(Me)CH.sub.2

Br O H H Q26-6-I 127-128

205 Br(CH.sub.2).sub.3

Cl O H H Q26-6-Cl

138-139

206 EtCCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

124-126

207 EtCCl(Me)CH.sub.2

Cl O H H Q26-6-I 120-123

208 Et.sub.2 CClCH.sub.2

Cl O H H Q26-6-Cl

96-98

209 Et.sub.2 CClCH.sub.2

Cl O H H Q26-6-I 111-113

210 t-BuCCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

177-178

211 PrCCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

101-105

212 PrCCl(Me)CH.sub.2

Cl O H H Q26-6-I 96-97

213 i-PrCCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

140-141

214 BuCCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

90-92

215 BuCCl(Me)CH.sub.2

Cl O H H Q26-6-I 93-97

216 (Q41Cl)CH.sub.2

Cl O H H Q26-6-Cl

128-130

217 Q42Cl (cis Cl O H H Q26-6-Cl

187-188

form)

218 Q93Cl (trans Cl O H H Q26-6-Cl

147-149

form)

219 Q93Cl (cis Cl O H H Q26-6-Cl

189-192

form)

220 ClCHC(Cl)CH.sub.2

Cl O H H Q26-6-Cl

167-169(*)

221 ClCHC(Cl)CH.sub.2

Cl O H H Q26-6-Cl

103-105(**)

222 PenCHClCH.sub.2

Cl O H H Q26-6-Cl

78-81

223 HexCHClCH.sub.2

Cl O H H Q26-6-Cl

90-92

224 ClCH.sub.2 CH(OEt)

Cl O H H Q26-6-Cl

116-117

225 Br(CH.sub.2).sub.4

Cl O H H Q26-6-Cl

115-116

226 i-BuCCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

90-92

227 CH.sub.2C(Cl)CH.sub.2

Cl O H H Q26-6-Cl

111-113

228 MeOCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

97-99

229 Q9-3-Cl (trans Cl O H H Q26-6-I 157-158

form)

230 ClCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

110-113

231 PrCCl(Et)CH.sub.2

Cl O H H Q26-6-Cl

89-91

232 EtCHClCCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

130-131

233 PenCCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

71-72

234 ClCH.sub.2 CCl.sub.2 CH.sub.2

Cl O H H Q26-6-Cl

141-143

235 CH.sub.2C(CH.sub.2 Cl)CH.sub.2

Cl O H H Q26-6-Cl

128-130

236 Me.sub.2 CClCH.sub.2

Cl O H H Q26-6-Cl

128-130

237 Me.sub.2 CClCH.sub.2

Cl O H H Q26-6-I 119-123

238 (ClCH.sub.2).sub.2 CClCH.sub.2

Cl O H H Q26-6-Cl

107-111

239 ClCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-I 78-80

240 EtOCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

96-98

241 MeOCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

87-90

242 PrCCl(Me)CH.sub.2

Cl O H H Q55 81-83

243 Me.sub.2 CBrCH.sub.2

Cl O H H Q26-6-Cl

128-130

244 Me.sub.2 CClCH.sub.2

Cl O H H Q26-6-Br

142-143

245 EtCCl(Me)CH.sub.2

Cl O H H Q26-6-Br

126-128

246 PrCCl(Me)CH.sub.2

Cl O H H Q26-6-Br

113-115

247 ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-Br

129-130

248 ClCH.sub.2 CCl(Et)CH.sub.2

Cl O H H Q26-6-Cl

129-130

249 Cl(CH.sub.2).sub.3 CCl(Me)CH.sub.2

Cl O H H Q26-6-Cl

85-87

250 Q7-3-Cl Cl O H H Q26-6-Cl

174-175

251 Q7-3-Cl Cl O H H Q26-6-I 176-177

252 MeCHCHCH.sub.2 Cl O H H Q56 128-130

253 MeCHCHCH.sub.2 Cl O H H Q55 151-153

254 CH.sub.2C(Me)CH.sub.2

Cl O H H Q26-6-Cl

98-104

255 (Me).sub.2 CCH Cl O H H Q26-6-I 141-142

256 MeOC(Me).sub.2 CH.sub.2

Cl O H H Q26-6-I 120-121

257 PrCCl(Me)CH.sub.2

Cl O H H Q26-6-OEt

88-91

258 PrCCl(Me)CH.sub.2

Cl O H H Q23-5-Me

101-103

259 PrCCl(Me)CH.sub.2

Cl O H H Q23-5-Br

110-112

260 PrCCl(Me)CH.sub.2

Cl O H H Q23-4-Br

95-96

261 PrCCl(Me)CH.sub.2

Cl O H H Q23-5-I 106-108

262 PrCCl(Me)CH.sub.2

Cl O H H Q26-6-OPr-i

114-115

263 ClCH.sub.2 C(Me).sub.2 CH.sub.2

Cl O H H Q26-6-I 131- 132

264 Me.sub.2 CClCH.sub.2

Cl O H H Q26-6-OEt

108-110

265 Me.sub.2 CClCH.sub.2

Me O H H Q26-6-I 109-111

266 ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q26-6-OEt

89-90

267 ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q23-5-Me

99-101

268 ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q23-5-Br

89-91

269 ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q23-4-Br

120-122

270 ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H H Q23-5-I 115-116

271 Cl(CH.sub.2).sub.3 CCl(Me)CH.sub.2

Cl O H H Q26-6-I 95-98

272 PrCCl(Me)CH.sub.2

Cl O H H Q26-6-Et

92-94

273 Pr(Me)CCH (trans

Cl O H H Q26-6-I 172-173

form)

274 ClCH.sub.2 C(Me)CH

Cl O H H Q26-6-I 136-137

__________________________________________________________________________

(*) TLC (Silica gel: C.sub.6 H.sub.6 (10)CH.sub.3 COOEt(1)) Rf value =

0.15

(**) TLC (Silica gel: C.sub.6 H.sub.6 (10)CH.sub.3 COOEt(1)) Rf value =

0.22

__________________________________________________________________________

In Compounds of the formula:

##STR20##

No. R A X R.sup.1

J m.p.

__________________________________________________________________________

(°C.)

301 ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OC.sub.6 H.sub.4 -4-Cl

›DETAILED DESCRIPTION OF THE INVENTION · 30 of 34

106-107

302 ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H CH.sub.2 CH(Me)O-Q17 69-70

303 ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh 106-107

304 ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 ONCHMe n.sub.d.sup.20

1.3241

305 PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -4-Cl

95-97

306 PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -3-Cl

61-62

307 PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -3-Me

49-51

308 PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -2-Me

75-76

309 PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -4-F

58-60

310 PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -4-CF.sub.3

98-99

311 PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -3-CF.sub.3

58-60

312 PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 C(Me).sub.2 O(C.sub.6 H.sub.3 -2,5-Me.su

b.2) 60-62

313 PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CMeCH(C.sub.6 H.sub.4 -4-Et)

82-83

314 PrCCl(Me)CH.sub.2

Cl O H (CH.sub.2).sub.3 CC-Br 53-56

315 PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -4-Me

n.sub.d.sup.20

1.5641

316 PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.3 -2,4-Cl.sub.2

71-73

317 PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CHMeO(C.sub.6 H.sub.3 -2,5-Me.sub.2)

n.sub.d.sup.20

1.5557

318 PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh n.sub.d.sup.20

1.5578

319 PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 OC.sub.6 H.sub.4 -4-Me

67-69

320 PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 NHCO.sub.2 Et

67-68

321 PrCCl(Me)CH.sub.2

Cl O H (CH.sub.2).sub.3 CCH 59-61

322 PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 ONCHMe n.sub.d.sup.20

1.5314

323 Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -4-CF.sub.3

126-127

324 Me.sub.2 CClCH.sub.2

Cl O H (CH.sub.2).sub.3 CCBr n.sub.d.sup.20

1.5670

325 Me.sub.2 CClCH.sub.2

Cl O H (CH.sub.2).sub.3 CCH 42-44

326 Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 OPh 82-83

327 Me.sub.2 CClCH.sub.2

Cl O H (CH.sub.2).sub.3 -Q17-5-Br 109-110

328 PrCCl(Me)CH.sub.2

Cl O H (CH.sub.2).sub.3 Ph 54-57

329 PrCCl(Me)CH.sub.2

Cl O H (CH.sub.2).sub.3 CO.sub.2 H

93-95

330 PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 C(Me)NOPr n.sub.d.sup.20

1.3458

331 PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 CH.sub.2 CCCH.sub.2 OMe

45-47

332 PrCCl(Me)CH.sub.2

Cl O H (CH.sub.2).sub.3 CO.sub.2 Et

n.sub.d.sup.20

1.5231

333 ClCH.sub.2 CCl(Me)CH.sub.2

Cl O H CH.sub.2 C(Me)NOPr 60-61

334 Me.sub.2 CClCH.sub.2

Cl O H CH.sub.2 CH.sub.2 CCCH.sub.2 OMe

n.sub.d.sup.20

1.5453

335 PrCCl(Me)CH.sub.2

Cl O H CH.sub.2 C(Me)CHCO.sub.2 Et

88-90

__________________________________________________________________________

The definition of Q in the Tables 4, 5 and 6 are the same as that of Q in the Tables 1, 2 and 3.

When the compounds according to the present invention are used for insecticidal, acaricidal and nematicidal compositions and compositions for expelling ticks parasitic on animals, they are generally mixed with suitable carriers, for instance, solid carriers such as clay, talc, bentonite or diatomaceous earth, or liquid carriers such as water, alcohols (e.g., methanol and ethanol), aromatic hydrocarbons (e.g., benzene, toluene and xylene), chlorinated hydrocarbons, ethers, ketones, esters (e.g., ethyl acetate) or acid amides (e.g., dimethylformamide). If desired, to these mixtures may be added emulsifier, dispersing agent, suspension agent, penetrating agent, spreader, stabilizer and the like to put them into practical use in the form of emulsifiable concentrate, oil solution, wettable powder, dust, granule, flowable or the like.

Moreover, the mixtures may be incorporated with other insecticides, various herbicides, fungicides, plant-growth regulating agents, synergists during formulation or application thereof, as necessary.

The amount of the compounds of the invention to be used as an active ingredient is suitably in the range of 0.005 to 50 kg per hectare although it varies depending upon the place and the seasons where the compounds are applied, manner of application, diseases and insect pests to be applied, cultivated crops to be protected and the like.

The following is formulatin proportion and kinds of various preparations of the present invention.

______________________________________

Other

Active Surface- component

ingredient

Carrier active agent

(adjuvant)

______________________________________

Emulsifiable

1-25 52-95 3-20 0-20

concentrates

Oil solutions

1-30 70-99

Flowables

1-70 10-90 1-20 0-10

Wettable 1-70 15-93 3-10 0-5

powders

Dusts 0.01-30 67-99.5 0-3

Granules 0.01-30 67-99.5 0-8

______________________________________

The numeral values in the above table represent "percent by weight".

In use, emulsifiable concentrates, oil solutions, flowables and wettable powder are diluted with a predetermined amount of water and applied. Dusts and granules are directly applied without being diluted with water. The granules contain baits.

Each component of the above formulations is exemplified as follows.

Emulsifiable concentrates

Active ingredient: Present compound

Carrier: xylene, dimethylformamide, methylnaphthalene, cyclohexanone, dichlorobenzene, isophorone

Surface-active agent: Solpol 2680, Solpol 3005X, Solpol 3353

Other ingredients: piperonylbutoxide, benzotriazole

Oil solution

Active ingredient: Present compound

Carrier: xylene, methylcellosolve, kerosense

Flowables

Active ingredient: Present compound

Carrier: water

Surface-active agent: Lunox 1000C, Solpol 3353, Soprophor FL, Nippol, Agrisol S-710, sodium lignin sulfate

Other ingredients: Xanthan gum, formalin, ethylene glycol, propylene glycol

Wettable powders

Active ingredient: Present compound

Carrier: potassium carbonate, kaolinite, Zeeklite D, Zeeklite PFP, diatomaceous earth, talc

Surface-active ingredients: Solpol 5039, Lunox 1000C, calcium lignin sulfonate, sodium dodecyl benzenesulfonate, Solpol 5050, Solpol 005D, Solpol 5029-0

Other ingredient: Carplex #80

Dusts

Active ingredient: Present compound

Carrier: potassium carbonate, kaolinite, Zeeklite D, talc

Other ingredient: diisopropyl phosphate, Carplex #80

Granules (1)

Active ingredient: Present compound

carrier: potassium carbonate, kaolinite, bentonite, talc

Other ingredients: calcium lignin sulfonate, polyvinyl alcohol

›DETAILED DESCRIPTION OF THE INVENTION · 31 of 34

Granules (2)

Active ingredient: Present compound

Carrier: wheat flour, wheat bran, corn grits, Zeeklite D

Other ingredients: paraffin, bean oil

In the following, there are shown formulation examples of insecticidal, acaricidal and nematicidal compositions and compositions for ticks parasitic on animals, said compositions containing the compounds of the present invention as an active ingredient. These examples are only illustrative and not to restrict the present invention. In the following formulation examples, "part" means "part by weight".

Formulation Example 1: Emulsifiable concentrate

Present compound: 1 part

Xylene: 75 parts

N,N-dimethylformamide: 20 parts

Solpol 2680 (trade name: a mixture of a non-ionic surface-active agent and an anionic surface-active agent manufactured by Toho Chemical, Co., Ltd., Jap: 4 parts

Formulation Example 2: Emulsifiable concentrate

Present compound: 5 parts

Xylene: 70 parts

N,N-dimethylformamide: 20 parts

Solpol 2680: 5 parts

Formulation Example 3: Emulsifiable concentrate

Present compound: 10 parts

Xylene: 70 parts

N,N-dimethylformamide: 5 parts

Solpol 2680: 10 parts

Piperonyl butoxide: 5 parts

Formulation Example 4: Emulsifiable concentrate

Present compound: 20 parts

Xylene: 50 parts

N,N-dimethylformamide: 7 parts

Solpol 2680: 3 parts

Piperonyl butoxide: 20 parts

Formulation Example 5: Emulsifiable concentrate

Present compound: 25 parts

Xylene: 50 parts

N,N-dimethylformamide: 2 parts

Solpol 2680: 20 parts

Piperonyl butoxide: 3 parts

In the above respective emulsifiable concentrates, each component of the respective emulsifiable concentrates are mixed intimately to form respective emulsifiable concentrates. Upon use, the emulsifiable concentrates are diluted with water up to one fiftieth to one twenty thousandth in concentration and applied at a rate of 0.005 to 50 kg of the active ingredient per hectare.

Formulation Example 6: Wettable powders

Present compound: 1 part

Zeeklite PFP (trade name, a mixture of kaolinite and sericite manufactured by Zeeklite Mining Industries,

Co., Ltd.: 93 parts

Solpol 5039 (trade name, anionic surface-active agent manufactured by Toho Chemical, Co., Ltd., Japan): 4 parts

Carplex #80 (trade name, white carbon manufactured by Shionogi Seiyaku K.K., Japan): 2 parts

Formulation Example 7: Wettable powders

Present compound: 10 parts

Zeeklite PFP: 80 parts

Solpol 5039: 6 parts

Carplex #80: 4 parts

Formulation Example 8: Wettable powders

Present compound: 25 parts

Zeeklite PFP: 66 parts

Solpol 5039: 4 parts

Carplex #80: 2 parts

Calcium lignin sulfonate: 3 parts

Formulation Example 9: Wettable powder

Present compound: 50 parts

Zeeklite PFP: 47 parts

Solpol 5039: 2 parts

Carplex #80: 1 part

Formulation Example 10: Wettable powder

Present compound: 70 parts

Zeeklite PFP: 15 parts

Solpol 5039: 6 parts

Carplex #80: 4 parts

Calcium lignin sulfonate: 5 parts

In the above respective wettable powders, each component of the respective wettable powders are intimately mixed and ground to form respective wettable powder. Upon use, the wettable powders are diluted with water up to one fiftieth to one twenty thousandth in concentration and applied at a rate of 0.005 to 50 kg of the active ingredient per hectare.

Formulation Example 11: Oil solutions

Present compound: 1 part

Methylcellosolve: 99 parts

Formulation Example 12: Oil solutions

Present compound: 20 parts

Methylcellosolve: 80 parts

Formulation Example 13: Oil solutions

Present compound: 30 parts

Methylcellosolve: 70 parts

In the above respective oil solutions, each component of the respective oil solutions are homogeneously mixed together to form the respective oil solutions. Upon use, the oil solutions are applied at a rate of 0.005 to 50 kg of the active ingredient per hectare.

Formulation Example 14: Dusts

Present compound: 0.01 part

Carplex #80 (trade name, white carbon manufactured by Shionogi Seiyaku K.K., Japan): 0.1 part

Clay: 99.5 parts

diisopropyl phosphate: 0.39 part

Formulation Example 15: Dusts

Present compound: 0.1 part

Carplex #80: 0.1 part

Clay: 99.5 parts

diisopropyl phosphate: 0.3 part

Formulation Example 16: Dusts

Present compound: 1 part

Clay: 99 parts

Formulation Example 17: Dusts

Present compound: 10 parts

Carplex #80: 0.2 part

Clay: 89 parts

diisopropyl phosphate: 0.8 part

Formulation Example 18: Dusts

Present compound: 30 parts

Carplex #80: 1 part

Clay: 67 parts

diisopropyl phosphate: 2 parts

In the above respective dusts, components of the respective dusts are homogeneously mixed together to form the respective dusts. Upon use, the dusts are applied at a rate of 0.005 to 50 kg of the active ingredient per hectare.

Formulation Example 19: Granules (1)

Present compound: 0.01 part

Bentonite: 59.5 parts

Talc: 40 parts

Calcium lignin sulfonate: 0.49 part

Formulation Example 20: Granules (1)

Present compound: 0.5 part

Bentonite: 59.5 parts

Talc: 40 parts

Formulation Example 21: Granules (1)

Present compound: 1 part

Bentonite: 40 parts

Talc: 51 parts

Calcium lignin sulfonate: 8 parts

Formulation Example 22: Granules (1)

Present compound: 5 parts

Bentonite: 54 parts

Talc: 40 parts

calcium lignin sulfonate: 1 part

Formulation Example 23: Granules (1)

Present compound: 30 parts

Bentonite: 37 parts

Talc: 30 parts

calcium lignin sulfonate: 3 parts

In the above respective granules (1), each components of the respective granules (1) are mixed intimately together and ground, incorporated with a small amount of water and mixed together with stirring. The resulting mixture is granulated by means of extrusion-granulator and dried to form granules. Upon use, the granule is applied to at a rate of 0.005 to 50 kg of the active ingredient per hectare.

Formulation Example 24: Granules (2)

Present compound: 0.01 part

Wheat flour: 49.5 parts

Wheat bran: 50 parts

Bean oil: 0.49 part

Formulation Example 25: Granules (2)

Present compound: 0.5 part

Wheat flour: 49.5 parts

Wheat bran: 50 parts

Formulation Example 26: Granules (2)

Present compound: 1 part

Wheat flour: 40 parts

Wheat bran: 51 parts

Bean oil: 4 parts

Paraffin: 4 parts

Formulation Example 27: Granules (2)

Present compound: 5 parts

Wheat flour: 44 parts

Wheat bran: 50 parts

›DETAILED DESCRIPTION OF THE INVENTION · 32 of 34

Bean oil: 1 part

Formulation Example 28: Granules (2)

Present compound: 30 parts

Wheat flour: 27 parts

Wheat bran: 40 parts

Bean oil: 3 parts

In the above respective granules (2), each components of the respective granules (2) are mixed intimately together to form respective bait. Upon use, the granule is applied at a rate of 0.005 to 50 kg of the active ingredient per hectare.

Formulation Example 29: Flowables

Present compound: 1 part

Solpol 3353 (trade name, non-ionic surface-active agent manufactured by Toho Chemicals, Co., Ltd., Japan): 0.9 part

Lunox 1000C (trade name, as anionic surface-active agent manufactured by Toho Chemicals, Co., Ltd., Japan): 0.1 part

1% aqueous solution of Xanthan gum (natural high-molecular compound): 8 parts

Water: 90 parts

Formulation Example 30: Flowables

Present compound: 15 parts

Solpol 3353: 15 parts

Lunox 1000C: 5 parts

Water: 65 parts

Formulation Example 31: Flowables

Present compound: 35 parts

Solpol 3353: 14 parts

Lunox 1000C: 1 part

1% aqueous solution of Xanthan gum 10 parts

Water: 45 parts

Formulation Example 32: Flowables

Present compound: 50 parts

Solpol 3353: 9 parts

Lunox 1000C: 1 part

1% aqueous solution of Xanthan gum: 10 parts

Water: 30 parts

Formulation Example 33: Flowables

Present compound: 70 parts

Solpol 3353: 9 parts

Lunox 1000C: 1 part

1% aqueous solution of Xanthan gum: 10 parts

Water: 10 parts

In the above respective flowables, each component except the active ingredient (present compound) are uniformly mixed together to form a solution. The resulting mixture is added by the present compound thoroughly stirred and wet-ground by means of sand mill to form respective flowables. Upon use, the flowables are diluted up to one fiftieth to one twenty thousandth with water and applied at a rate of 0.005 to 50 kg of the active ingredient per hectare.

In the following, the effects of the present compounds as an insecticide are explained in detail by way of the test examples.

Test Example 1: Insecticidal test on Green rice leafhopper (Nephotettix cincticeps)

A 5% emulsifiable concentrate (or a 25% wettable powder) of a compound of the present invention was diluted with water containing a spreader to give a 500 ppm solution of the compound.

The stems and leaves of rice-plant in a 1/20000 are pot were sufficiently applied with the resulting solution and then airdried. Thereafter, 20 second instar nymphae of green rice leafhopper (Nephotettix cincticeps) which resist organic phosphorous insecticides and carbamate insecticides were released in the pot.

The rice-plant thus treated was covered with a cylindrical wire gauze and kept in a thermostatic chamber.

Thirty (30) days after, the number of the green rice leafhoppers parasitic on the rice-plant was counted and the mortality thereof was determined according to the following equation: ##EQU1##

The test was conducted twice for each compound. In the results, the following compounds exhibited high effects of 100% of mortality.

Compound Nos. 9, 10, 12, 15, 17, 19, 24, 25, 27, 28, 32, 33, 38, 39, 45, 49, 50, 52, 53, 75, 76, 77, 78, 80, 81, 85, 87, 92, 97, 104, 105, 107, 108, 109, 110, 111, 112, 113, 114, 115, 116, 117, 118, 120, 122, 124, 125, 126, 127, 155, 156, 201, 202, 203, 204, 206, 207, 208, 209, 211, 212, 218, 219, 226, 228, 229, 230, 231, 234, 236, 237, 238, 239, 240, 244, 245, 247, 250, 251, 314, 321, 324, 325

Test Example 2: Insecticidal test on Brown rice planthopper (Nilaparvata lugens)

The procedures in Test Example 1 were repeated by using second instar nymphae of brown rice planthopper (Nilaparvata lugens) instead of the second instar nymphae of green rice leafhoppers which resist organic phosphorous insecticides and carbamate insecticides. In the results, the following compounds exhibited high effects of 100% of mortality.

Compound Nos. 11, 25, 34, 48, 93, 201, 202, 203, 204, 205, 207, 208, 209, 211, 212, 214, 215, 219, 228, 229, 230, 231, 234, 236, 237, 238, 239, 240, 243, 244, 245, 246, 247, 249, 250, 251, 254, 255, 256, 257, 259, 263, 264, 265, 271, 302

Test Example 3: Insecticidal test on Red flour beetle (Tribolium castaneum)

In a transparent small test tube was placed 5% emulsifiable concentrate of a compound of the present invention (or a 25% wettable powder or a 20% oil solution thereof), and thereto was added acetone to give a 500 ppm acetone solution of the compound. Ten (10) cc of the acetone solution was added to 10 g of wheat flour placed in a laboratory dish of 9 cm in diameter. After stirring, acetone was distilled away from the mixture. Then, 10 adults each of male and female red flour beetle (Tribolium castaneum) were released in the dish. The dish containing the adults was kept in a thermostatic chamber.

Ninety (90) days after, evaluation was conducted by counting the number of the adults which came out.

The test was conducted twice of each compound.

As a result, no emerged adult was observed at all in the dish treated with any one of the following compounds.

Compound Nos. 9, 10, 12, 15, 19, 24, 25, 32, 33, 39, 70, 71, 75, 76, 77, 78, 79, 80, 81, 84, 85, 86, 87, 92, 93, 94, 95, 97, 100, 101, 102, 103, 104, 105, 106, 107, 108, 109, 110, 111, 112, 113, 114, 115, 116, 117, 118, 119, 120, 121, 122, 123, 124, 125, 126, 127, 155, 156, 159, 160, 161, 163, 164, 168, 169, 173, 201, 202, 203, 204, 206, 207, 208, 209, 211, 212, 226, 227, 228, 229, 230, 231, 232, 234, 235, 236, 237, 238, 239, 240, 241, 242, 243, 244, 245, 246, 247, 248, 249, 250, 251, 255, 257, 263, 264, 266, 271

Test Example 4: Insecticidal test on House mosquito (Culex pipiens pallens)

A 5% emulsifiable concentrate (or a 25% wettable powder or 20% oil solution) of a compound of the present invention was diluted with deionized water to give a 10 ppm solution of the compound.

Two hundred (200) ml of the solution was poured in a tall laboratory dish of 9 cm in diameter and 6 cm in height. Ten larvae of house mosquito (Culex pipiens pallens) were released in the dish. The dish containing the larvae was kept in a thermostatic chamber of 25° C.

Seven (7) days after, the number of the larvae killed was counted.

›DETAILED DESCRIPTION OF THE INVENTION · 33 of 34

The test was conducted twice of each compound.

As the result, no emerged adult was observed at all in the dish treated with any one the following compounds.

Compound Nos. 1, 2, 3, 4, 5, 6, 9, 10, 12, 14, 15, 17, 18, 19, 24, 25, 27, 28, 30, 32, 33, 34, 35, 38, 39, 45, 49, 52, 53, 70, 71, 72, 73, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 90, 92, 93, 94, 95, 96, 97, 98, 99, 100, 101, 102, 103, 104, 105, 107, 108, 109, 110, 111, 112, 113, 114, 115, 116, 117, 118, 119, 120, 122, 123, 124, 125, 126, 127, 155, 156, 158, 160, 163, 164, 168, 169, 173, 201, 202, 203, 204, 205, 206, 207, 208, 209, 211, 212, 215, 217, 218, 219, 224, 225, 226, 227, 228, 229, 230, 231, 232, 233, 234, 236, 237, 238, 239, 240, 241, 242, 244, 245, 246, 250, 251, 255, 257, 264, 266, 301

Test Example 5: Insecticidal test on Almond moth (Cadra cautella)

In a transparent small test tube was placed 5% emulsifiable concentrate of a compound of the present invention (or a 25% wettable powder or a 20% oil solution thereof), and thereto was added acetone to give a 500 ppm acetone solution of the compound. Ten (10) cc of the acetone solution was added to 10 g of rice bran placed in a laboratory dish of 9 cm in diameter. After stirring, acetone was distilled away from the mixture. Then, 10 larvae of almond moth (Cadra cautella) were released in the dish. The dish containing the larvae was kept in a thermostatic chamber.

Thirty (30) days after, evaluation was conducted by counting the number of the adults which came out.

The test was conducted twice of each compound.

As a result, no emerged adult was observed at all in the dish treated with any one of the following compounds.

Compound Nos. 9, 10, 11, 12, 15, 19, 24, 25, 27, 28, 32, 33, 34, 38, 39, 52, 53, 70, 71, 73, 74, 75, 76, 77, 78, 79, 80, 81, 84, 85, 86, 87, 89, 90, 92, 93, 94, 95, 97, 98, 100, 101, 102, 103, 104, 105, 106, 107, 108, 109, 110, 111, 112, 113, 114, 115, 116, 117, 118, 119, 120, 124, 125, 126, 127, 155, 156, 160, 162, 163, 164, 166, 167, 168, 169, 171, 172, 173, 201, 202, 203, 204, 206, 207, 208, 209, 211, 212, 214, 215, 217, 218, 219, 225, 226, 227, 228, 229, 230, 231, 232, 233, 234, 235, 236, 237, 238, 239, 240, 241, 242, 243, 244, 245, 246, 247, 249, 250, 251, 256, 257, 258, 259, 260, 261, 262, 263, 264, 265, 266, 268, 270, 271, 302, 314, 318, 319

Test Example 6: Insecticidal test on Green peach aphid (Myzus persicae)

A 5% emulsifiable concentrate (or a 25% wettable powder) of a compound of the present invention was diluted with water containing a spreader to give a 500 ppm solution of the compound.

Discs of leaves of cabbage (Brassica oleracea) were put in each laboratory dish of 3 cm in diameter in which a moistured paper was placed. In each laboratory dish was released 5 third instar nymphae of green peach aphid (Myzus persicae) and sprayed from a sprinkler.

The laboratory dishes were kept in a thermostatic chamber.

Seven (7) days after, the number of surviving green peach aphids was counted and the mortality thereof was determined according to the equation as described in Test Example 1. The test was conducted four times of each compound.

As a result, the following compounds exhibited high effects of 100% of mortality.

Compound Nos. 9, 10, 12, 15, 25, 27, 28, 32, 33, 34, 36, 37, 38, 39, 54, 55, 56, 58, 59, 61, 62, 64, 75, 76, 84, 85, 87, 93, 95, 96, 97, 100, 101, 102, 103, 104, 105, 107, 108, 110, 111, 115, 116, 118, 119, 120, 123, 124, 125, 126, 156, 159, 160, 161, 163, 164, 165, 167, 168, 169, 170, 173, 201, 202, 203, 204, 207, 208, 209, 211, 212, 215, 228, 231, 234, 244, 245, 246, 247, 250, 251, 255, 257, 259, 260, 261, 262, 264, 265, 266, 268, 270, 271, 301, 302, 303, 305, 306, 307, 310, 314, 318, 319, 320, 321

Test Example 7: Insecticidal test on Diamond back moth (Plutella xylostella)

A 5% emulsifiable concentrate (or a 25% wettable powder) of a compound of the present invention was diluted with water containing a spreader to give a 500 ppm solution of the compound.

Leaves of cabbage (Brassica oleracea) were dipped in the solution, air-dried and then put in a laboratory dish of 7 cm in diameter. Ten (10) third larvae of diamond back moth (Plutella xylostella) were released in each laboratory dish and kept in a thermostatic chamber.

Twenty (20) days after, the number of emerged adults was counted and the mortality thereof was determined according to the equation as described in Test Example 1. The test was conducted twice of each compound.

As a result, the follwoing compounds exhibited high effects of 100% of mortality.

Compound Nos. 9, 10, 11, 12, 15, 17, 19, 24, 25, 27, 28, 32, 33, 34, 38, 39, 80, 81, 85, 104, 105, 118, 119, 124, 125, 127, 155, 156, 201, 202, 203, 204, 206, 207, 211, 212, 214, 215, 230, 231, 234, 236, 237, 243, 244, 245, 246, 247, 249, 250, 251, 255, 256, 257, 263, 264, 265, 271

Test Example 8: Insecticidal test on Maize weevil (Sitophilus oryzae)

A 5% emulsifiable concentrate (or a 25% wettable powder) of a compound of the present invention was diluted with water containing a spreader to give a 500 ppm solution of the compound.

Ten (10) g of unmilled rice in a laboratory dish were dipped with the obtained solution and air-dried, and then maize weevil adults each 10 of male and female were released therein. The laboratory dishes were kept in a thermostatic chamber.

Ninety (90) days after, evaluation was conducted by counting the number of the adults which came out.

The test was conducted twice of each compound.

As a result, no emerged adult was observed at all in the dishes treated with any one of the following compounds.

Compound Nos. 24, 33, 62, 85, 100, 104, 106, 109, 115, 116, 118, 119, 120, 155, 160, 164, 165, 168, 203, 205, 206, 207, 211, 212, 228, 231, 237, 239, 240, 243, 244, 245, 246, 247, 249, 257, 264, 266

Test Example 9: Insecticidal test on German cockroach (Blattella germanica)

In a transparent small test tube was weighed and placed 5% emulsifiable concentrate of a compound of the present invention (or a 25% wettable powder or a 20% oil solution thereof), and thereto was added acetone to give a 500 ppm acetone solution of the compound. Ten (10) cc of the acetone solution was added to 10 g of powder feed for small animals placed in a laboratory dish of 9 cm in diameter. After stirring, acetone was distilled away from the mixture. This laboratory dish was placed in a large laboratory dish of 20 cm in diameter to prepare a bait. In this large laboratory dish were released 10 five instar nymphae of German cockroaches (Blattella germanica). The large laboratory dish was kept in a thermostatic chamber. In the large laboratory dish, a laboratory dish containing moistured sanitary cottom was placed so as to give a water to the nymphae.

›DETAILED DESCRIPTION OF THE INVENTION · 34 of 34

Sixty (60) days after, evaluation was conducted by counting the number of the adults which came out.

The test was conducted twice of each compound.

As a result, no adult was observed at all in the dish treated with any one of the following compounds.

Compound Nos. 201, 202, 203, 204, 206, 207, 211, 212, 230, 236, 237, 239, 243, 244, 245, 246, 247, 250, 251, 257, 265, 266

Claims

12 · 3 independent · depth 2
123456789101112
12 granted claims

Classifications

14 codes
IPC · International Patent Classification
Section A — Human necessities
  • A01N43/58
  • A01P7/04
Section C — Chemistry; metallurgy
  • C07D237/14
  • C07D237/16
  • C07D405/14
  • C07D401/12
  • C07D405/04
  • C07D405/12
  • C07D237/18
USPC · US Patent Classification
514/252544/238544/240514/247544/241

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2.1 y
749 days filing → grant
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Examiner
Donald G. Daus
art unit 122 · TC 1200
Citations: 15 back · 5 forward

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Worldwide family

28 members · 18 offices
US1EP3CN3AU2BG1BR1CA1DE2ES1HU2IE2IL2IN1NZ1PH1PL2RU1YU1
this patentIP5 & PCTother officessolid = grantedhover for detail · click to open
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DOCDB simple family 27320646
Offices
18
US · EP · CN
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Non-English titles
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shown as filed, never translated
›IP5 & PCT — 7 members
OfficePublicationKindPublishedFiledStatusTitle
USthis patentUS-4945091-AA31 Jul 199012 Jul 1988granted3(2H)-pyridazinone compounds derivatives and compositions for controlling and/or preventing insect pests intermediates for such compounds, and a process for their manufacture
EPEP-0302346-A2A28 Feb 198925 Jul 1988publishedPyridazinon-Derivate und Zusammenstellungen zum kontrollieren und/oder Verhindern der Insektenplagede
EPEP-0302346-A3A325 Apr 199025 Jul 1988publishedPyridazinone derivatives and compositions for controlling and/or preventing insect pests
EPEP-0302346-B1B128 Dec 199425 Jul 1988grantedPyridazinon-Derivate und Zusammenstellungen zum kontrollieren und/oder Verhindern der Insektenplagede
CNCN-1030913-AA8 Feb 198930 Jul 1988published用于控制(或)预防害虫的哒嗪酮衍生物和组合物zh
CNCN-1062636-AA15 Jul 19924 Dec 1991published用于控制(或)预防害虫的哒嗪酮衍生物和组合物zh
CNCN-1022563-CC27 Oct 199330 Jul 1988granted用于控制(或)预防害虫的哒嗪酮衍生物的制备方法zh
›Other offices — 21 members
OfficePublicationKindPublishedFiledStatusTitle
AUAU-2019588-AA2 Feb 198929 Jul 1988publishedPyridazinone derivatives and compositions for controlling and/or preventing insect pests
AUAU-618014-B2B212 Dec 199129 Jul 1988grantedPyridazinone derivatives and compositions for controlling and/or preventing insect pests
BGBG-48201-A3A314 Dec 199027 Jul 1988publishedInsecticide means and method for protection from insecticide harmful substances
BRBR-8803774-AA21 Feb 198929 Jul 1988publishedDerivados de piridazinona e composicoes para controlar e/ou evitar pestes de insetospt
CACA-1331988-CC13 Sep 199428 Jul 1988grantedPyridazinone derivatives and compositions for controlling and/or preventing insect pests
DEDE-3852587-D1D19 Feb 199525 Jul 1988grantedPyridazinon-Derivate und Zusammenstellungen zum kontrollieren und/oder Verhindern der Insektenplage.de
DEDE-3852587-T2T218 May 199525 Jul 1988grantedPyridazinon-Derivate und Zusammenstellungen zum kontrollieren und/oder Verhindern der Insektenplage.de
ESES-2065901-T3T31 Mar 199525 Jul 1988grantedDerivados de piridazinona y composiciones para reprimir y/o prevenir plagas de insectos.es
HUHU-T47794-AA28 Apr 198929 Jul 1988publishedInsecticide, acaricide and nematocide compositions containing pyridazinone derivatives as active components and process for producing the active components
HUHU-204666-BB28 Feb 199229 Jul 1988publishedInsecticidal, acaricidal and nematocidal compositions comprising pyridazinone derivatives as active ingredient and process for producing the active ingredient
IEIE-882330-LL30 Jan 198929 Jul 1988publishedPyridazinone derivatives and compositions for controlling and/or preventing insect pests
IEIE-66308-B1B127 Dec 199529 Jul 1988publishedPyridazinone derivatives and compositions for controlling and/or preventing insect pests
ILIL-87128-A0A030 Dec 198815 Jul 1988publishedPyridazinone derivatives and compositions for controlling and/or preventing insect pests
ILIL-87128-AA24 Jun 199415 Jul 1988publishedPyridazinone derivatives, process for their preparation and insecticidal compositions containing them
ININ-169817-BB28 Dec 199127 Jul 1988publishedno title held
NZNZ-225623-AA28 Aug 199029 Jul 1988published3(2h)-pyridazinone derivatives and pesticidal compositions
PHPH-26000-AA29 Jan 199226 Jul 1988published3 (2H) pyridazinone compounds derivatives and compositions for controlling and/or preventing insect pests intermediates
PLPL-273980-A1A127 Dec 198929 Jul 1988publishedPesticide containing pyridazine derivatives
PLPL-155678-B1B131 Dec 199129 Jul 1988publishedHerbicide
RURU-2033992-C1C130 Apr 199529 Jul 1988grantedDerivatives of 3(2h)-pyridazinone and a method of struggle against pests
YUYU-145988-AA30 Jun 199028 Jul 1988publishedProcess for preparing derivatives of pyridazinone

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